2-Chloromethyl-4,8-dimethoxy-naphthalene → HCID 86604492, compound

HRID 1005186Notes

Reaction equation

HRID 1005186 reaction equation
[CH2:1]([S:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]2[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:21][CH:20]2[OH:32])=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:34][C:35]1[CH:36]=[C:37]([O:47][CH3:48])[C:38]2[C:43]([CH:44]=1)=[C:42]([O:45][CH3:46])[CH:41]=[CH:40][CH:39]=2>>[CH2:1]([S:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]2[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:29])([CH3:31])[CH3:30])=[O:26])[CH2:21][CH:20]2[O:32][CH2:34][C:35]2[CH:36]=[C:37]([O:47][CH3:48])[C:38]3[C:43](=[C:42]([O:45][CH3:46])[CH:41]=[CH:40][CH:39]=3)[CH:44]=2)=[CH:15][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 221269642-Chloromethyl-4,8-dimethoxy-naphthaleneHCID 53878207HCID 53878207, compound

Product 1

HCID 86604492HCID 86604492, compound

Procedure

(ee) In an analogous manner to that described in Example 1 (g), by alkylating tert-butyl (3RS,4RS)-4-[4-(3-benzylsulphanyl-propoxy)-phenyl]-3-hydroxy-piperidine-1-carboxylate [Example 123 d)] with 3-chloromethyl-1,5-dimethoxy-naphthalene [Example 123 r)] there was obtained tert-butyl (3RS,4RS)-4-[4-(3-benzylsulphanyl-propoxy)-phenyl]-3-(4,8-dimethoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylate as a yellow, viscous oil; MS: 658 (M+H)+.

Workup

  1. customExample 123 d

Sources & evidence

ORD record
ord-4046f038873e46088f34dd24a555c425
Source dataset
uspto-grants-2000_04
Patent number
US06051712

Reaction notes

Loading…