Thionyl Chloride → HCID 21518627, compound

HRID 1283646Notes

Reaction equation

[CH2:1]([C:5]1[O:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[CH:9]=1)[CH2:2][CH2:3][CH3:4].[Cl:14][C:15]1[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[C:17]([O:24][CH3:25])[CH:16]=1.ClC1C=CC(C(O)=O)=C(OC)C=1.S(Cl)(Cl)=O>>[CH2:1]([C:5]1[O:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[C:9]=1[C:19](=[O:20])[C:18]1[CH:22]=[CH:23][C:15]([Cl:14])=[CH:16][C:17]=1[O:24][CH3:25])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 4

HCID 24386Thionyl Chloride

HCID 779512-Butylbenzofuran

HCID 936824-Chloro-o-anisic acid

HCID 221424504-Chloro-2-methoxybenzoyl chloride

Product 1

HCID 21518627HCID 21518627, compound

Procedure

Acylation of 13.1 g. (0.075 mol.) of 2-n-butylbenzofuran with 15.4 g. (0.075 mol.) of 4-chloro-2-methoxybenzoic acid chloride, prepared from 4-chloro-2-methoxybenzoic acid and thionyl chloride as previously described, according to the procedure of Example 10 gave 2-n-butyl-3-(4'-chloro-2'-methoxybenzoyl)benzofuran. Demethylation as previously described gave 2-n-butyl-3-(4'-chloro-2'-hydroxybenzoyl)benzofuran.

Sources & evidence

ORD record: ord-1dda223998cf41d7841da210c39deb3e
Source dataset: uspto-grants-1976_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03975537

Reaction notes

Loading…