2-Methylacetophenone → (R)-1-(2-Methylphenyl)ethyl alcohol

HRID 2092474Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].B1(C)OC(C2C=CC=CC=2)(C2C=CC=CC=2)[C@H]2N1CCC2>>[C:2]1([CH3:1])[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@H:8]([OH:10])[CH3:9]

Participants

Reactant 2

HCID 113402-Methylacetophenone

HCID 2734713(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole

Product 1

HCID 7015154(R)-1-(2-Methylphenyl)ethyl alcohol

Procedure

2′-methylacetophenone and (S)-(−)-2-methyl-CBS-oxazaborolidine were reacted as described in Example 35, Step 1 to provide (R)-1-o-Tolyl-ethanol.

Sources & evidence

ORD record: ord-43d4b6bb511a443aa24ac512b51579bf
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08440707B2

Reaction notes

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