Hydrochloric Acid → HCID 14576890, compound

HRID 1904619Notes

Reaction equation

HRID 1904619 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([C:7]([CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[O:8])=[CH:5][CH:4]=1.[OH-].[Na+].[BH4-].[Na+].Cl>O>[OH:8][CH:7]([C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:16][CH:15]=1)[CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2668175-(4-Methoxyphenyl)-5-oxopentanoic acidHCID 4311764Sodium borohydride

Product 1

HCID 14576890HCID 14576890, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 4.44 g of 4-(4-methoxybenzoyl)butanoic acid was added a solution of 0.8 g of sodium hydroxide in 30 ml of water, and to this solution was added 1.5 g of sodium borohydride, followed by stirring of the mixture at room temperature for 24 hours. The mixture was neutralized with diluted hydrochloric acid, extracted with ether, washed with water and dried, followed by evaporation of the solvent to give 4.4 g of 5-hydroxy-5-(4-methoxyphenyl)pentanoic acid as yellow oily product.

Workup

  1. extractionextracted with ether
  2. washwashed with water
  3. customdried
  4. customfollowed by evaporation of the solvent

Sources & evidence

ORD record
ord-83207683d7da42e3a75ebbd57cdb8930
Source dataset
uspto-grants-1989_06
Patent number
US04839360

Reaction notes

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