Diethyl Ether → 2-Benzofuran-3-yl-ethanol
Reaction equation
CO[C:3](=O)[CH2:4][C:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][CH:6]=1.[Li].CC[O:18]CC>>[CH:6]1[O:7][C:8]([CH:13]([OH:18])[CH3:12])=[C:9]2[CH:10]=[CH:11][CH:3]=[CH:4][C:5]=12Participants
4
Procedure
A solution of benzofuran-3-yl-acetic acid methyl ester (4.0 g, 21 mmol) in 25 ml of ether was added dropwise at RT to a suspension of lithium alanate (1.61 g, 59.5 mmol) in 35 ml of ether, and stirring was then carried out for 30 minutes. Excess alanate was then hydrolysed with ethanol, the mixture was suction-filtered over Kieselguhr, and the solvent was removed in vacuo. The product was obtained in the form of a yellowish oil in a yield of 3.0 g (89%).
Workup
- filtrationhydrolysed with ethanol, the mixture was suction-filtered over Kieselguhr
- customthe solvent was removed in vacuo
- customThe product was obtained in the form of a yellowish oil in a yield of 3.0 g (89%)
Sources & evidence
- ORD record
- ord-59bad4e82581494b96c626227b667a12
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07776848B2
Reaction notes
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