Methanol → 4-methoxy-3-Thiophenemethanol

HRID 1726301Notes

Reaction equation

HRID 1726301 reaction equation
C[C:2]1[C:3]([C:7]([OH:9])=O)=[CH:4][S:5][CH:6]=1.B.C1C[O:14][CH2:13]C1.CO>C1COCC1>[CH3:13][O:14][C:2]1[C:3]([CH2:7][OH:9])=[CH:4][S:5][CH:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 2723981Borane;tetrahydrofuranHCID 129936734-Methylthiophene-3-carboxylic acid

Product 1

HCID 154477354-methoxy-3-ThiophenemethanolYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-Methylthiophene-3-carboxylic acid (158 mg, 1.00 mmol) was reduced with BH3-THF (1.0M in THF, 3.0 mL, 3.0 mmol) in THF (2 mL) at room temperature and treated with MeOH to give (4-methoxy-thiophen-3-yl)-methanol as an oil (144 mg, 100%) after work-up.

Sources & evidence

ORD record
ord-3038ccec5c854034b0090a446af250a2
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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