2-(Chloromethyl)benzoyl chloride → HCID 54525631, compound

HRID 1858665Notes

Reaction equation

HRID 1858665 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH:12]2[O:24][CH2:25][C:26]2[CH:35]=[C:34]([O:36][CH2:37][O:38][CH2:39][CH2:40][Si:41]([CH3:44])([CH3:43])[CH3:42])[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=2)=[CH:7][CH:6]=1.[Cl:45][CH2:46][C:47]1[CH:55]=[CH:54][CH:53]=[CH:52][C:48]=1[C:49](Cl)=[O:50]>>[Cl:45][CH2:46][C:47]1[CH:55]=[CH:54][CH:53]=[CH:52][C:48]=1[C:49]([O:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH:12]2[O:24][CH2:25][C:26]2[CH:35]=[C:34]([O:36][CH2:37][O:38][CH2:39][CH2:40][Si:41]([CH3:44])([CH3:43])[CH3:42])[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=2)=[CH:9][CH:10]=1)=[O:50]

Participants

3

Reactant 2

HCID 30163952-(Chloromethyl)benzoyl chlorideHCID 86604410HCID 86604410, compound

Product 1

HCID 54525631HCID 54525631, compound

Procedure

In an analogous manner to that described in Example 22(k), by acylating tert-butyl (3RS,4RS)-4-[4-(2-hydroxy-ethoxy)-phenyl]-3-[4-(2-trimethylsilanyl-ethoxymethoxy)-naphthalen-2-ylmethoxy]-piperidine-1-carboxylate with 2-chloromethyl-benzoyl chloride there was obtained tert-butyl (3RS,4RS)-4-[4-[2-(2-chloromethyl-benzoyloxy)-ethoxy]-phenyl]-3-[4-(2-trimethylsilanyl-ethoxymethoxy)-naphthalen-2-ylmethoxy]-piperidine-1-carboxylate as a colourless solid; MS: 776 (M+H)+.

Sources & evidence

ORD record
ord-3f11ade38b754b2e877c21aa95988748
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

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