Sodium Hydroxide → 1-(3-Chloropropyl)-pyrrolidine

HRID 2263475Notes

Reaction equation

HRID 2263475 reaction equation
Cl.[Cl:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1.[OH-].[Na+]>O.C(OC)(C)(C)C>[Cl:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

5

Procedure

A 71.5% w/w aqueous solution of 1-(3-chloropropyl)pyrrolidine hydrochloride (25 kg) was diluted with water (14 1) and methyl tert-butyl ether (12 1) added. The stirred mixture was basified to pH>11 by addition of 46% w/w aqueous sodium hydroxide solution (6.5 1). The layers were separated and he lower aqueous phase was further extracted with methyl tert-butyl ether (12 1). The combined organic layers were washed with 20% w/w aqueous sodium chloride solution (12.5 kg) to give a solution of 1-(3-chloropropyl)pyrrolidine in methyl tert-butyl ether.

Workup

  1. additionadded
  2. customThe layers were separated
  3. extractionhe lower aqueous phase was further extracted with methyl tert-butyl ether (12 1)
  4. washThe combined organic layers were washed with 20% w/w aqueous sodium chloride solution (12.5 kg)

Sources & evidence

ORD record
ord-6a9adb31c42541a9971f4c7d01ecf4de
Source dataset
uspto-grants-2010_12
Patent number
US07851623B2

Reaction notes

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