p-Anisoyl chloride → HCID 21510490, compound

HRID 1283656Notes

Reaction equation

HRID 1283656 reaction equation
[CH2:1]([C:5]1[O:6][C:7]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:8]=2[CH:9]=1)[CH2:2][CH2:3][CH3:4].[C:15](Cl)(=[O:24])[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1>>[CH2:1]([C:5]1[O:6][C:7]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:8]=2[C:9]=1[C:15](=[O:24])[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 138150732-Butyl-5-chloro-1-benzofuran

Product 1

HCID 21510490HCID 21510490, compound

Procedure

2-n-Butyl-5-chlorobenzofuran (9.5 g., 0.046 mol.) was acylated with 8 g. (0.047 mol.) of anisoyl chloride as described in the procedure of Example 10 to give 2-n-butyl-5-chloro-3-(4'-methoxybenzoyl)benzofuran. Demethylation followed by reaction of the 2-n-butyl-5-chloro-3-(4'-hydroxybenzoyl)benzofuran with epichlorohydrin and subsequent opening of the epoxy compound formed with isopropylamine was carried out as described in the procedures of Examples 9 and 7 to give the title compound.

Sources & evidence

ORD record
ord-69575c389d8f4a13aa32ca521233a617
Source dataset
uspto-grants-1976_08
Patent number
US03975537

Reaction notes

Loading…