Ethyl acetate hexane → 2-[(1R,2S)-2-(4-Bromophenyl)cycloprop-1-yl]ethanol

HRID 73306Notes

Reaction equation

HRID 73306 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:10][C@@H:9]2[CH:11]=[CH2:12])=[CH:4][CH:3]=1.CCCCCC.C(OCC)(=[O:21])C>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:10][C@@H:9]2[CH2:11][CH2:12][OH:21])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 21226206Ethyl acetate hexaneHCID 684062521-Bromo-4-[(1S,2R)-2-vinylcyclopropyl]benzene

Product 1

HCID 684071222-[(1R,2S)-2-(4-Bromophenyl)cycloprop-1-yl]ethanol

Procedure

The product from Example 30B was subjected to the conditions outlined in Example 26F, followed by chromatography (7:3 hexane/ethyl acetate) to provide the title compound

Sources & evidence

ORD record
ord-d570a2a111ba4d60badb0b6f315331cf
Source dataset
uspto-grants-2014_09
Patent number
US08829041B2

Reaction notes

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