1-(Bromomethyl)-4-(trifluoromethoxy)benzene → HCID 69300297, compound

HRID 2252383Notes

Reaction equation

HRID 2252383 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]2[CH2:13][C@H:14]3[N:26]([CH2:27][CH:28]4[CH2:30][CH2:29]4)[CH2:25][CH2:24][C@:20]45[C:21]=2[C:22]=1[O:23][C@H:19]4[C@@H:18]([N:31]1[CH2:35][CH2:34][CH2:33][C:32]1=[O:36])[CH2:17][CH2:16][C@@:15]35[OH:37])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:38][C:39]([F:50])([F:49])[O:40][C:41]1[CH:48]=[CH:47][C:44]([CH2:45]Br)=[CH:43][CH:42]=1>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]2[CH2:13][C@H:14]3[N:26]([CH2:27][CH:28]4[CH2:29][CH2:30]4)[CH2:25][CH2:24][C@:20]45[C:21]=2[C:22]=1[O:23][C@H:19]4[C@@H:18]([N:31]1[CH2:35][CH2:34][CH:33]([CH2:45][C:44]2[CH:47]=[CH:48][C:41]([O:40][C:39]([F:38])([F:49])[F:50])=[CH:42][CH:43]=2)[C:32]1=[O:36])[CH2:17][CH2:16][C@@:15]35[OH:37])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 1427851-(Bromomethyl)-4-(trifluoromethoxy)benzeneHCID 69300313HCID 69300313, compound

Product 1

HCID 69300297HCID 69300297, compoundYield 100%

Procedure

In a manner similar to the method described in Example 36-2, using 281 mg of 1-(3-benzyloxy-17-cyclopropylmethyl-4,5α-epoxy-14-hydroxy-morphinan-6α-yl)-pyrrolidin-2-one obtained in Example 36-1, and using 4-trifluoromethoxybenzyl bromide in place of iodoethane, 383 mg (yield: 100%) of the captioned compound was obtained as a diastereomer mixture.

Sources & evidence

ORD record
ord-5e50101178b84fcd831baaf58de55ca8
Source dataset
uspto-grants-2008_01
Patent number
US07320984B2

Reaction notes

Loading…