7-Methoxy-1-benzofuran-2-carbaldehyde → (7-Methoxy-1-benzofuran-2-yl)methanol

HRID 2270111Notes

Reaction equation

HRID 2270111 reaction equation
[BH4-].[Na+].[CH3:3][O:4][C:5]1[C:13]2[O:12][C:11]([CH:14]=[O:15])=[CH:10][C:9]=2[CH:8]=[CH:7][CH:6]=1>CO.O>[CH3:3][O:4][C:5]1[C:13]2[O:12][C:11]([CH2:14][OH:15])=[CH:10][C:9]=2[CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 34573107-Methoxy-1-benzofuran-2-carbaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 11788606(7-Methoxy-1-benzofuran-2-yl)methanolYield 96.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Sodium borohydride (0.462 g) was added in one portion to a stirred solution of 7-methoxybenzofuran-2-carbaldehyde (2.15 g) in methanol (50 ml) at room temperature and the reaction was stirred for 3 hours. The reaction mixture was then diluted with water (100 ml) and extracted with dichloromethane (3×30 ml). The organic extracts were combined, washed with water (30 ml), dried over magnesium sulphate, filtered and the solvent removed in vacuo to afford the title compound (2.10 g) as a pale orange liquid.

Workup

  1. extractionextracted with dichloromethane (3×30 ml)
  2. washwashed with water (30 ml)
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-814f83b8f41149b781400841380452c9
Source dataset
uspto-grants-2001_12
Patent number
US06331556B2

Reaction notes

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