Sodium borohydride → HCID 10756510, compound

HRID 235199Notes

Reaction equation

HRID 235199 reaction equation
[C:1]1([CH2:7][C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:12][CH:11]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[OH:9][CH:8]([C:10]1[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:14][CH:15]=1)[CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 10709050HCID 10709050, compound

Product 1

HCID 10756510HCID 10756510, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 20.0 g of methyl 4-[4-(phenylacetyl)phenyl]butyrate in 200 ml of methanol, 2.52 g of sodium borohydride was added portionwise under ice-cooling, and stirring was continued for 1 hour. After the reaction solvent was removed under reduced pressure, the residue was added with water and then extracted with ether. After the ether layer was washed with water and dried, the solvent was removed to yield 20.3 g of pale yellow oil.

Workup

  1. additionwas added portionwise under ice-
  2. temperaturecooling
  3. customAfter the reaction solvent was removed under reduced pressure
  4. additionthe residue was added with water
  5. extractionextracted with ether
  6. washAfter the ether layer was washed with water
  7. customdried
  8. customthe solvent was removed

Sources & evidence

ORD record
ord-4d93a87cc39344ffbe9de88a23eceed3
Source dataset
uspto-grants-1997_01
Patent number
US05597848

Reaction notes

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