1-(1-triphenylmethyl-1H-imidazol-4-yl)-1-pentanone → alpha-n-Butyl-alpha-(6-chloro-2,2-dimethyl-4H-1,3-benzodioxin-8-yl)-1-triphenylmethyl-1H-imidazole-4-methanol

HRID 1194378Notes

Reaction equation

HRID 1194378 reaction equation
Br[C:2]1[C:7]2[O:8][C:9]([CH3:13])([CH3:12])[O:10][CH2:11][C:6]=2[CH:5]=[C:4]([Cl:14])[CH:3]=1.[C:15]1([C:21]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[N:22]2[CH:26]=[C:25]([C:27](=[O:32])[CH2:28][CH2:29][CH2:30][CH3:31])[N:24]=[CH:23]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:28]([C:27]([C:2]1[C:7]2[O:8][C:9]([CH3:13])([CH3:12])[O:10][CH2:11][C:6]=2[CH:5]=[C:4]([Cl:14])[CH:3]=1)([C:25]1[N:24]=[CH:23][N:22]([C:21]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:26]=1)[OH:32])[CH2:29][CH2:30][CH3:31]

Participants

3

Reactant 2

HCID 145203341-(1-triphenylmethyl-1H-imidazol-4-yl)-1-pentanoneHCID 145203368-bromo-6-chloro-2,2-dimethyl-4H-1,3-benzodioxin

Product 1

HCID 14520348alpha-n-Butyl-alpha-(6-chloro-2,2-dimethyl-4H-1,3-benzodioxin-8-yl)-1-triphenylmethyl-1H-imidazole-4-methanolYield 54.6%

Procedure

This compound is prepared like the preceding compound by reacting the organomagnesium compound of 8-bromo-6-chloro-2,2-dimethyl-4H-1,3-benzodioxin with 1-(1-triphenylmethyl-1H-imidazol-4-yl)-1-pentanone. Yield: 54.6% of theory; M.P.: 124° C. (recrystallized from petroleum ether).

Workup

  1. customThis compound is prepared like the preceding compound
  2. customM.P.: 124° C. (recrystallized from petroleum ether)

Sources & evidence

ORD record
ord-7dc5d4e89dff43ec89611a727c9cff0f
Source dataset
uspto-grants-1989_03
Patent number
US04814343

Reaction notes

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