Boron tribromide → HCID 18430727, compound

HRID 1954270Notes

Reaction equation

HRID 1954270 reaction equation
[CH2:1]([C:8]1[S:9][C:10]([CH3:30])=[C:11]([CH3:29])[C:12]=1[C:13]([C:15]1[CH:20]=[C:19]([CH:21]([CH3:23])[CH3:22])[C:18]([O:24]C)=[C:17]([CH:26]([CH3:28])[CH3:27])[CH:16]=1)=O)C1C=CC=CC=1.B(Br)(Br)Br>C(Cl)Cl>[CH3:30][C:10]1[S:9][C:8]2[CH:1]=[C:15]3[C:20](=[C:13]([C:15]4[CH:20]=[C:19]([CH:21]([CH3:23])[CH3:22])[C:18]([OH:24])=[C:17]([CH:26]([CH3:27])[CH3:28])[CH:16]=4)[C:12]=2[C:11]=1[CH3:29])[CH:19]=[CH:18][CH:17]=[CH:16]3

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 18430708HCID 18430708, compound

Product 1

HCID 18430727HCID 18430727, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using (2-benzyl-4,5-dimethyl-thiophen-3-yl)-(3,5-diisopropyl-4-methoxy-phenyl)-methanone (4.3 g, 10.1 mmol), boron tribromide (3.1 mL, 32.4 mmol), and methylene chloride (60 mL) the title compound was prepared according to the procedure in Example 2, step 2 to give 1.2 g (30%) as a yellow foam; NMR (DMSO-d6) δ 8.42 (s, 1 H), 8.24 (s, 1 H), 7.94 (d, 1 H), 7.48-7.32 (m, 3 H), 6.90 (s, 2 H), 3.45-3.35 (m, 2 H), 2.38 (s, 3 H), 1.57 (s, 3 H), 1.15 (d, 12 H). MS(-ESI), [M-H] 387.

Sources & evidence

ORD record
ord-b76880c3dc21452fb3ec0a01120b0eea
Source dataset
uspto-grants-2000_09
Patent number
US06121271

Reaction notes

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