Sodium borohydride → HCID 66644007, compound

HRID 1474344Notes

Reaction equation

HRID 1474344 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[C:9](=[O:12])[O:10][CH2:11][C:7]=2[CH:6]=[C:5]([CH2:13][CH:14]=[O:15])[CH:4]=1.[BH4-].[Na+]>CO>[OH:15][CH2:14][CH2:13][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:8]2[C:9](=[O:12])[O:10][CH2:11][C:7]=2[CH:6]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 77231250HCID 77231250, compound

Product 1

HCID 66644007HCID 66644007, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (7-methoxy-1-oxo-1,3-dihydro-2-benzofuran-5-yl)acetaldehyde (0.12 g, 0.58 mmol) was treated with sodium borohydride (0.05 g, 1.45 mmol) and methanol (10 mL); the resulting mixture was stirred at room temperature for 1 h. The solution was concentrated to dryness, dissolved in EtOAc and washed with water, dried (Na2SO4), filtered and concentrated in vacuo to give 5-(2-hydroxyethyl)-7-methoxy-2-benzofuran-1(3H)-one. LC/MS: [(M+1)]+=209.

Workup

  1. concentrationThe solution was concentrated to dryness
  2. dissolutiondissolved in EtOAc
  3. washwashed with water
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-42bb52cb23ff4c4a82e71a55fe6d207c
Source dataset
uspto-grants-2015_04
Patent number
US09018211B2

Reaction notes

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