Sodium borohydride → HCID 53757364, compound

HRID 704373Notes

Reaction equation

HRID 704373 reaction equation
[BH4-].[Na+].[C:3]1([CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=2)[CH:17]=[O:18])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[C:3]1([CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=2)[CH2:17][OH:18])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20074063HCID 20074063, compound

Product 1

HCID 53757364HCID 53757364, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (200 mg) was added to a solution of 660 mg of m-(4-phenylbutoxy)benzaldehyde in 10 ml of methanol, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, 5% hydrochloric acid was added to the residue, and the product was extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 510 mg of m-(4-phenylbutoxy)benzyl alcohol.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, 5% hydrochloric acid
  2. additionwas added to the residue
  3. extractionthe product was extracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3a14b4a39adc43ce8f788190ff3a4128
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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