Methyl bromoacetate → 3-Methoxy-1-(methoxycarbonylmethyl)-3-[3-(naphth-2-ylmethoxy)phenyl]pyrrolidine

HRID 37554Notes

Reaction equation

HRID 37554 reaction equation
[CH3:1][O:2][C:3]1([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][C:16]3[CH:25]=[CH:24][C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:17]=3)[CH:9]=2)[CH2:7][CH2:6][NH:5][CH2:4]1.Br[CH2:27][C:28]([O:30][CH3:31])=[O:29]>>[CH3:1][O:2][C:3]1([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][C:16]3[CH:25]=[CH:24][C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:17]=3)[CH:9]=2)[CH2:7][CH2:6][N:5]([CH2:27][C:28]([O:30][CH3:31])=[O:29])[CH2:4]1

Participants

3

Reactant 2

HCID 60984Methyl bromoacetateHCID 19935823HCID 19935823, compound

Product 1

HCID 199358123-Methoxy-1-(methoxycarbonylmethyl)-3-[3-(naphth-2-ylmethoxy)phenyl]pyrrolidine

Procedure

Using an analogous procedure to that described in Example 3, 3-methoxy-3-[3-(naphth-2-ylmethoxy)phenyl]pyrrolidine was reacted with methyl bromoacetate to give 3-methoxy-1-(methoxycarbonylmethyl)-3-[3-(naphth-2-ylmethoxy)phenyl]pyrrolidine in 33Z yield, m.p. 78°-80° C.

Sources & evidence

ORD record
ord-8733ef879e294b09919c0b5c03032b6c
Source dataset
uspto-grants-1995_05
Patent number
US05420298

Reaction notes

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