Sodium borohydride → (2-(Benzyloxy)-4-fluorophenyl)methanol

HRID 910841Notes

Reaction equation

HRID 910841 reaction equation
[BH4-].[Na+].[CH2:3]([O:10][C:11]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:12]=1[CH:13]=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[CH2:3]([O:10][C:11]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:12]=1[CH2:13][OH:14])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 106809572-(Benzyloxy)-4-fluorobenzaldehyde

Product 1

HCID 58882932(2-(Benzyloxy)-4-fluorophenyl)methanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium borohydride (0.223 g) was added to a solution of the product from step (ii) (1.07 g) in dry ethanol (30 ml) and the mixture was stirred at RT overnight. The mixture was partitioned between 2M hydrochloric acid/ethyl acetate, the organics separated, dried and evaporated under reduced pressure, yield 1.08 g.

Workup

  1. customThe mixture was partitioned between 2M hydrochloric acid/ethyl acetate
  2. customthe organics separated, dried
  3. customevaporated under reduced pressure, yield 1.08 g

Sources & evidence

ORD record
ord-653281e8ee7d42e08227a51e53a26612
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

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