4-Benzyloxybenzyl chloride → HCID 21479375, compound

HRID 2292698Notes

Reaction equation

HRID 2292698 reaction equation
C(O[C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13]([C:18]([O:20]CC)=[O:19])=[CH:12]2)C1C=CC=CC=1.[CH2:23]([O:30][C:31]1[CH:38]=[CH:37][C:34]([CH2:35]Cl)=[CH:33][CH:32]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C1O[C:42]2[CH:44]=[C:45](Cl)[C:46](CCl)=[CH:47][C:41]=2O1>>[CH2:23]([O:30][C:31]1[CH:38]=[CH:37][C:34]([CH2:35][N:14]2[C:15]3[C:11](=[CH:10][CH:9]=[CH:17][CH:16]=3)[C:12]([C:41]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:42]=3)=[C:13]2[C:18]([OH:20])=[O:19])=[CH:33][CH:32]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 700424-Benzyloxybenzyl chlorideHCID 901136-Chloropiperonyl chlorideHCID 95721Ethyl 5-(phenylmethoxy)-1H-indole-2-carboxylate

Product 1

HCID 21479375HCID 21479375, compound

Procedure

Following the procedure of Example 1(a)-1(d), except substituting ethyl indole-2-carboxylate for ethyl 5-benzyloxyindole-2-carboxylate in step (a) and 4-benzyloxybenzyl chloride for 6-chloropiperonyl chloride in step (c), the title compound was prepared (39% overall). mp 193°-194° C.

Sources & evidence

ORD record
ord-920e5aa810bc481ebb8fa64e4de047c6
Source dataset
uspto-grants-1997_11
Patent number
US05684032

Reaction notes

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