Benzoyl chloride → 5-Nitro-2-phenylbenzofuran

HRID 1856820Notes

Reaction equation

HRID 1856820 reaction equation
[Br-].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[CH2:12][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[C:32](Cl)(=O)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[N+:9]([C:6]1[CH:7]=[CH:8][C:3]2[O:2][C:32]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:12][C:4]=2[CH:5]=1)([O-:11])=[O:10]

Participants

3

Reactant 2

HCID 7412Benzoyl chlorideHCID 22132950(2-Hydroxy-5-nitrobenzyl)triphenylphosphonium bromide

Product 1

HCID 111724805-Nitro-2-phenylbenzofuranYield 80.4%

Procedure

39 g (78 mmol) of (2-hydroxy-5-nitrophenyl) methyltriphenylphosphonium bromide and 18 ml (156 mmol) of benzoyl chloride are treated under conditions analogous to those of step 1 of Example 1. 15 g of product are obtained. Melting point: 159° C.

Sources & evidence

ORD record
ord-355cfa89631244fe8fff251b87b11e99
Source dataset
uspto-grants-2000_11
Patent number
US06143772

Reaction notes

Loading…