Sodium borohydride → HCID 89851871, compound

HRID 1771440Notes

Reaction equation

HRID 1771440 reaction equation
[CH2:1]([O:8][CH:9]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:20])[CH2:10][CH:11]=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[CH2:1]([O:8][CH:9]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:20])[CH2:10][CH2:11][OH:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 89851711HCID 89851711, compound

Product 1

HCID 89851871HCID 89851871, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-(benzyloxy)-4-o-tolylbutanal (4.0 g, 14.81 mmol) in MeOH (50 ml) was added NaBH4 (1.13 g, 29.62 mmol) at 0° C. and stirred at room temperature for 2 h. The reaction mixture was quenched with water and concentrated under reduced pressure to afford crude compound. The title compound was purified by separation methods A and E. (Yield 3.0 g).

Workup

  1. customThe reaction mixture was quenched with water
  2. concentrationconcentrated under reduced pressure
  3. customto afford crude compound
  4. customThe title compound was purified by separation methods A and E

Sources & evidence

ORD record
ord-e15233a2ba3b4d3f8976fa92cbd1339c
Source dataset
uspto-grants-2016_02
Patent number
US09249127B2

Reaction notes

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