Triethylamine → 2-(Cyclopropyl-methoxy-methyl)-7-methoxybenzofuran-4-carboxylic Acid

HRID 1108308Notes

Reaction equation

HRID 1108308 reaction equation
Br[C:2]1[C:7]2[CH:8]=[C:9]([CH:11]([CH:14]3[CH2:16][CH2:15]3)[O:12][CH3:13])[O:10][C:6]=2[C:5]([O:17][CH3:18])=[CH:4][CH:3]=1.C(N(CC)CC)C.[O:26]1[CH2:30]CCC1.[OH2:31]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH:14]1([CH:11]([O:12][CH3:13])[C:9]2[O:10][C:6]3[C:7](=[C:2]([C:30]([OH:26])=[O:31])[CH:3]=[CH:4][C:5]=3[O:17][CH3:18])[CH:8]=2)[CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 187848654-Bromo-2-(cyclopropyl-methoxy-methyl)-7-methoxybenzofuranHCID 21881883Oxolane--water (1/1)

Product 1

HCID 187848472-(Cyclopropyl-methoxy-methyl)-7-methoxybenzofuran-4-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 167845palladium(II) acetateCatalyst

Procedure

Prepared from 4-bromo-2-(cyclopropyl-methoxy-methyl)-7-methoxy-benzofuran (350 mg), palladium acetate (25 mg), 1,3-(diphenylphosphino)propane (93 mg) and triethylamine (1.6 ml) in tetrahydrofuran/water (20 ml/10 ml). The title compound was obtained as a cream solid (250 mg).

Sources & evidence

ORD record
ord-c34d488154e2480186900fc253da716e
Source dataset
uspto-grants-2000_05
Patent number
US06066657

Reaction notes

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