EFFICIENT PREPARATION OF 2-METHYL-1,3-DIOXOLANE-2-ETHANOL AND 2-(2-BROMOETHYL)-2- METHYL-1,3-DIOXOLANE FROM 4-HYDROXY-2-BUTANONE
Publication type: Journal Article
Publication date: 2002-10-16
scimago Q3
wos Q3
SJR: 0.322
CiteScore: 4.3
Impact factor: 1.8
ISSN: 00397911, 15322432
Organic Chemistry
Abstract
2-Methyl-1,3-dioxolane-2-ethanol was prepared in 90% isolated yield from 4-hydroxy-2-butanone and ethylene glycol using a weak acid catalyst and ethyl acetate as the reaction solvent. 2-(2-Bromoethyl)-2-methyl-1,3-dioxolane was prepared in 75% isolated yield by bromination of 2-Methyl-1,3-dioxolane-2-ethanol with dibromotriphenylphosphorane. The reagent was prepared in situ by titrating triphenylphosphine with bromine at an ice–ethanol bath temperature. The target compounds are useful methyl vinyl ketone equivalents. * Names are necessary to report factually on available data; however, the USDA neither guarantees nor warrants the standard of the product, and the use of the name by USDA implies no approval of the product to the exclusion of others that may also be suitable.
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Petroski R. EFFICIENT PREPARATION OF 2-METHYL-1,3-DIOXOLANE-2-ETHANOL AND 2-(2-BROMOETHYL)-2- METHYL-1,3-DIOXOLANE FROM 4-HYDROXY-2-BUTANONE // Synthetic Communications. 2002. Vol. 32. No. 3. pp. 449-455.
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Petroski R. EFFICIENT PREPARATION OF 2-METHYL-1,3-DIOXOLANE-2-ETHANOL AND 2-(2-BROMOETHYL)-2- METHYL-1,3-DIOXOLANE FROM 4-HYDROXY-2-BUTANONE // Synthetic Communications. 2002. Vol. 32. No. 3. pp. 449-455.
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TY - JOUR
DO - 10.1081/scc-120002130
UR - https://doi.org/10.1081/scc-120002130
TI - EFFICIENT PREPARATION OF 2-METHYL-1,3-DIOXOLANE-2-ETHANOL AND 2-(2-BROMOETHYL)-2- METHYL-1,3-DIOXOLANE FROM 4-HYDROXY-2-BUTANONE
T2 - Synthetic Communications
AU - Petroski, Richard
PY - 2002
DA - 2002/10/16
PB - Taylor & Francis
SP - 449-455
IS - 3
VL - 32
SN - 0039-7911
SN - 1532-2432
ER -
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@article{2002_Petroski,
author = {Richard Petroski},
title = {EFFICIENT PREPARATION OF 2-METHYL-1,3-DIOXOLANE-2-ETHANOL AND 2-(2-BROMOETHYL)-2- METHYL-1,3-DIOXOLANE FROM 4-HYDROXY-2-BUTANONE},
journal = {Synthetic Communications},
year = {2002},
volume = {32},
publisher = {Taylor & Francis},
month = {oct},
url = {https://doi.org/10.1081/scc-120002130},
number = {3},
pages = {449--455},
doi = {10.1081/scc-120002130}
}
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Petroski, Richard. “EFFICIENT PREPARATION OF 2-METHYL-1,3-DIOXOLANE-2-ETHANOL AND 2-(2-BROMOETHYL)-2- METHYL-1,3-DIOXOLANE FROM 4-HYDROXY-2-BUTANONE.” Synthetic Communications, vol. 32, no. 3, Oct. 2002, pp. 449-455. https://doi.org/10.1081/scc-120002130.