4-acetyl-4'-chlorobiphenyl → HCID 20559498, compound

HRID 1703785Notes

Reaction equation

HRID 1703785 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14](=[O:16])[CH3:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]([OH:16])[CH3:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 5925694-acetyl-4'-chlorobiphenylHCID 4311764Sodium borohydride

Product 1

HCID 20559498HCID 20559498, compoundYield 106.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred suspension of 222 gms of 1-(4'-chloro[1,1']-biphenyl-4-yl)ethanone in 1500 ml of methanol add in a portionwise fashion, 21 gms of sodium borohydride. Reflux and stir the mixture on a steam bath for 2 hours and stir at room temperature overnight. Concentrate the mixture to 500 ml, dilute with water, cool and filter the product to yield 238 gms of 1-(4'-chloro[1,1']biphenyl-4-yl)ethanol.

Workup

  1. temperatureReflux
  2. stirringstir at room temperature overnight
  3. concentrationConcentrate the mixture to 500 ml
  4. additiondilute with water
  5. temperaturecool
  6. filtrationfilter the product

Sources & evidence

ORD record
ord-20e8a5470f7f4fd88693e6724195816c
Source dataset
uspto-grants-1978_11
Patent number
US04125612

Reaction notes

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