Imidazole → HCID 13764015, compound

Reaction equation

C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH:11]2[CH2:13][CH2:12]2)=O)=[CH:5][CH:4]=1.[NH:14]1[CH:18]=[CH:17][N:16]=[CH:15]1>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:15]3[N:14]([CH:18]=[CH:17][N:16]=3)[CH:12]=[CH:13][CH:11]=2)=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 795Imidazole

HCID 81580p-Anisoylcyclopropane

Product 1

HCID 13764015HCID 13764015, compound

Procedure

Combine 25 g (0.14 mol) of cyclopropyl 4-methoxyphenyl ketone with 50 g (0.73 mol) of imidazole, and heat to 200°-225° C. for 24 hr. Isolation from 200 g of silica gel using 2% methanol/methylene chloride followed by crystallization from methanol provides the title compound.

Workup

customIsolation from 200 g of silica gel using 2% methanol/methylene chloride followed by crystallization from methanol

Sources & evidence

ORD record: ord-3dfc67400a2e4afe9c9c70d86d0df603
Source dataset: uspto-grants-1986_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04596872

Reaction notes

Loading…