Diisobutylaluminum hydride → 1-Benzofuran-5-ylmethanol

HRID 569743Notes

Reaction equation

HRID 569743 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10](OC)=[O:11])=[CH:9][C:4]=2[CH:3]=[CH:2]1.CC(C[AlH]CC(C)C)C>O1CCCC1>[OH:11][CH2:10][C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH:2]=[CH:3][C:4]=2[CH:9]=1

Participants

4

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 12674941Methyl 1-benzofuran-5-carboxylate

Product 1

HCID 27951791-Benzofuran-5-ylmethanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.8 g (32.9 mmol) of methyl benzofuran-5-carboxylate are stirred analogously to Example 1 g in 50 ml of tetrahydrofuran with 64.5 ml (98.6 mmol) of DIBAL (1.53 molar) at -70° C. overnight.

Sources & evidence

ORD record
ord-56d5422270d2469fa3a6d570c7cb9e7e
Source dataset
uspto-grants-1988_03
Patent number
US04734407

Reaction notes

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