Ethanol → Ethyl 1-(4-bromophenyl)cyclopropanecarboxylate

HRID 45596Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:11]([OH:13])=[O:12])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:19][CH2:20]O>>[CH2:19]([O:12][C:11]([C:8]1([C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=2)[CH2:10][CH2:9]1)=[O:13])[CH3:20]

Participants

Reactant 3

HCID 702Ethanol

HCID 1118Sulfuric Acid

HCID 162279661-(4-Bromophenyl)cyclopropane-1-carboxylic acid

Product 1

HCID 53216840Ethyl 1-(4-bromophenyl)cyclopropanecarboxylate

Conditions

Temperature: 75 °C

Procedure

1-(4-Bromo-phenyl)-cyclopropanecarboxylic acid (5 g, 20.7 mmol) in EtOH (50 mL) was treated with sulfuric acid (2 mL), and the reaction was stirred at 75° C. for 1 hour. The mixture was worked up to give the title compound.

Sources & evidence

ORD record: ord-b477c7fc15a74382aff7b979103d58a2
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541587B2

Reaction notes

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