Water → 2-(2,3-Dihydro-1-benzofuran-5-yl)ethan-1-ol

HRID 1198458Notes

Reaction equation

HRID 1198458 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][C:11](O)=[O:12])=[CH:9][C:4]=2[CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[OH:12][CH2:11][CH2:10][C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][CH2:3][C:4]=2[CH:9]=1

Participants

6

Procedure

A solution of (2,3-dihydrobenzofuran-5-yl)acetic acid (4.9 g--see EP-A-132130) in anhydrous tetrahydrofuran (50 ml) was added dropwise over 10 minutes to a stirred suspension of lithium aluminium hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0° C. The mixture was allowed to warm to room temperature and stirred for 1 hour. Water (1.5 ml) was cautiously added dropwise followed by 10% aqueous sodium hydroxide (1.5 ml) and, finally, water (4.5 ml). The mixture was filtered and the inorganic salts washed with ethyl acetate (2×50 ml). The filtrate and washings were combined and concentrated in vacuo to give the title compound as an oil, yield 3.3 g.

Workup

  1. filtrationThe mixture was filtered
  2. washthe inorganic salts washed with ethyl acetate (2×50 ml)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-36c221b64f494069a044afcd618e0223
Source dataset
uspto-grants-1994_01
Patent number
US05281601

Reaction notes

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