Pyrrolidine, 2-(2-chloroethyl)-1-methyl-, hydrochloride (1:1) → HCID 10499737, compound

HRID 743293Notes

Reaction equation

HRID 743293 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[OH:17].CC(C)([O-])C.[K+].Cl.Cl[CH2:26][CH2:27][CH:28]1[CH2:32][CH2:31][CH2:30][N:29]1[CH3:33]>CC(N(C)C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH2:26][CH2:27][CH:28]1[CH2:32][CH2:31][CH2:30][N:29]1[CH3:33]

Participants

5

Reactant 3

HCID 3017050Pyrrolidine, 2-(2-chloroethyl)-1-methyl-, hydrochloride (1:1)HCID 107757152-[2-(2-Methoxyphenyl)ethyl]phenolHCID 23665647Potassium tert-butoxide

Product 1

HCID 10499737HCID 10499737, compoundYield 20.2%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following a procedure similar to that described in Example 35(a), 1.00 g of 2-[2-(2-methoxyphenyl)ethyl]phenol (prepared as described in Preparation 23), 1.47 g of potassium t-butoxide and 1.61 g of 2-(2-chloroethyl)-1-methylpyrrolidine hydrochloride were reacted in 10 ml of dimethylacetamide. The mixture was then worked up as described in Example 35(a), and the crude product thus obtained was purified by column chromatography through silica gel, using a 10:1 by volume mixture of methylene chloride and methanol as the eluent, to give 300 mg (yield 20%) of the title compound as an oil.

Workup

  1. customthe crude product thus obtained
  2. customwas purified by column chromatography through silica gel
  3. additionby volume mixture of methylene chloride and methanol as the eluent

Sources & evidence

ORD record
ord-74ed781170e34374bf5b629ffb229246
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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