Boron Trichloride → Bnc-105

HRID 1192016Notes

Reaction equation

HRID 1192016 reaction equation
[CH3:1][C:2]1[O:6][C:5]2[C:7]([O:13]C(C)C)=[C:8]([O:11][CH3:12])[CH:9]=[CH:10][C:4]=2[C:3]=1[C:17](=[O:30])[C:18]1[CH:23]=[C:22]([O:24][CH3:25])[C:21]([O:26][CH3:27])=[C:20]([O:28][CH3:29])[CH:19]=1.B(Cl)(Cl)Cl>>[CH3:1][C:2]1[O:6][C:5]2[C:7]([OH:13])=[C:8]([O:11][CH3:12])[CH:9]=[CH:10][C:4]=2[C:3]=1[C:17](=[O:30])[C:18]1[CH:23]=[C:22]([O:24][CH3:25])[C:21]([O:26][CH3:27])=[C:20]([O:28][CH3:29])[CH:19]=1

Participants

3

Reactant 2

HCID 25135Boron TrichlorideHCID 601490202-Methyl-3-(3,4,5-trimethoxybenzoyl)-6-methoxy-7-isopropoxy-benzo[b]furan

Product 1

HCID 24786555Bnc-105Yield 83%

Procedure

Note: A similar reaction when scaled-up with 2-methyl-3-(3,4,5-trimethoxybenzoyl)-6-methoxy-7-isopropoxy-benzo[b]furan (1.25 gm) and boron trichloride solution (1M solution in DCM, 3.1 mL) gave the title compound (930 mg, 83%).

Sources & evidence

ORD record
ord-5334993856094fc78377e9a27c9aa3cc
Source dataset
uspto-grants-2014_03
Patent number
US08680135B2

Reaction notes

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