3,5-Dichlorobenzoic acid → 3,5-Dichlorobenzylic alcohol

HRID 1760034Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5](O)=[O:6].[BH4-].[Na+]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[CH2:5][OH:6]

Participants

Reactant 2

HCID 58113,5-Dichlorobenzoic acid

HCID 4311764Sodium borohydride

Product 1

HCID 432363,5-Dichlorobenzylic alcoholYield 74.1%

Procedure

Prepared according to the method described in Example X(i) above from 3,5-dichlorobenzoic acid (15.3 g; 80 mmol), TEA (8.9 g; 88 mmol), i-Bu chloroformate (12 g; 88 mmol) and NaBH4 (9.0 g; 240 mmol), yielding 10.5 g (74%) of sub-title compound.

Workup

customPrepared

Sources & evidence

ORD record: ord-9b772853db5943ba80cde82dc6eb6237
Source dataset: uspto-grants-2005_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06838478B2

Reaction notes

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