2-Chloroethyl chloroformate → HCID 22100972, compound

HRID 861386Notes

Reaction equation

HRID 861386 reaction equation
C([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[S:15][C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[CH:18]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[Cl:23]CCOC(Cl)=O>ClCCl>[ClH:23].[S:15]1[C:16]2[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=2[CH:18]=[C:14]1[C:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH:10]=1

Participants

4

Reactant 2

HCID 123052-Chloroethyl chloroformateHCID 9861313HCID 9861313, compound

Product 1

HCID 22100972HCID 22100972, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-benzyl-4-(benzothiophen-2-yl)-1,2,3,6-tetrahydropyridine (4 g, 13.1 mmol) in anhydrous dichloromethane (50 ml) at 0° C. under nitrogen was added 2-chloroethylchloroformate (1.84 ml, 17.0 mmol) and the mixture stirred for 1 hr. The reaction mixture was concentrated in vacuo, methanol (20 ml) added and heated to reflux for 1 hr. After cooling the title compound was collected by filtration (2.2 g, 67%), m.p. 269° C. (dec.).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo, methanol (20 ml)
  2. additionadded
  3. temperatureheated
  4. temperatureto reflux for 1 hr
  5. temperatureAfter cooling the title compound
  6. filtrationwas collected by filtration (2.2 g, 67%), m.p. 269° C. (dec.)

Sources & evidence

ORD record
ord-2212379ac3b543c191a7257abef22790
Source dataset
uspto-grants-1998_02
Patent number
US05714498

Reaction notes

Loading…