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

HRID 1463883Notes

Reaction equation

HRID 1463883 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 over 10 minutes, dropwise, to a stirred suspension of lithium aluminum hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0°. The mixture was allowed to warm to room temperature and stirred for 1 hour. Water (1.5 ml) was then added dropwise with caution 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 concentrateed 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)

Sources & evidence

ORD record
ord-ad4218bce4aa48d9981bf14b9e7a2f78
Source dataset
uspto-grants-1994_04
Patent number
US05302595

Reaction notes

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