Ethyl chloroformate → 1-(2-hydroxyphenyl)-4-ethoxycarbonyl-piperazine

HRID 1265171Notes

Reaction equation

HRID 1265171 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[N:7]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[OH:19])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1>ClCCl>[OH:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[N:7]1[CH2:12][CH2:11][N:10]([C:2]([O:4][CH2:5][CH3:6])=[O:3])[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 70530o-(1-Piperazinyl)phenol

Product 1

HCID 24609611-(2-hydroxyphenyl)-4-ethoxycarbonyl-piperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

15 ml (156 mmol) of ethyl chloroformate are added to a solution of 18 g (100 mmol) of 2-(1-piperazinyl)phenol in 250 ml of dichloromethane. After stirring at ambient temperature for one hour, the mixture is hydrolysed and then extracted with dichloromethane. The organic phase is washed with a 1N hydrochloric acid solution and dried. Following concentration, the residue obtained is recrystallised from ether to yield the expected product.

Workup

  1. extractionextracted with dichloromethane
  2. washThe organic phase is washed with a 1N hydrochloric acid solution
  3. customdried
  4. concentrationconcentration
  5. customthe residue obtained
  6. customis recrystallised from ether

Sources & evidence

ORD record
ord-998f00fff98540d38d165573a66dccd1
Source dataset
uspto-grants-2003_04
Patent number
US06545037B2

Reaction notes

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