L-Prolinol → HCID 68817390, compound

HRID 735133Notes

Reaction equation

HRID 735133 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[O:14][CH3:15].[NH:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:21][OH:22]>ClCCl.CO>[CH3:15][O:14][C:6]1[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:5]=1[O:4][CH2:3][CH2:2][N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:21][OH:22]

Participants

4

Reactant 2

HCID 640091L-ProlinolHCID 129372541-(2-Bromoethoxy)2-methoxy-4-nitrobenzene

Product 1

HCID 68817390HCID 68817390, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 1.1.c. from 1-(2-bromoethoxy)-2-methoxy-4-nitrobenzene and (S)-1-pyrrolidin-2-ylmethanol. Yield: 0.2 g (25% of theory); C14H20N2O5 (M=296.32); calc.: molecular ion peak (M+H)+: 297; found: molecular ion peak (M+H)+: 297; Rf value: 0.55 (silica gel, dichloromethane/methanol (9:1)).

Workup

  1. customPrepared analogously to Example 1.1.c

Sources & evidence

ORD record
ord-2fe2b5f1bb964c4ba3947ca1d15fcd4c
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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