Ethyl Acrylate → HCID 21271730, compound

HRID 1194093Notes

Reaction equation

HRID 1194093 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([NH:9][S:10]([C:13]2[CH:22]=[C:21]3[C:16]([CH2:17][CH2:18][NH:19][CH2:20]3)=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH:6]=[CH:7][CH:8]=1.[C:23]([O:27][CH2:28][CH3:29])(=[O:26])[CH:24]=[CH2:25]>C1COCC1>[CH2:28]([O:27][C:23](=[O:26])[CH2:24][CH2:25][N:19]1[CH2:18][CH2:17][C:16]2[C:21](=[CH:22][C:13]([S:10](=[O:12])(=[O:11])[NH:9][C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([Cl:2])[CH:4]=3)=[CH:14][CH:15]=2)[CH2:20]1)[CH3:29]

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 12606941HCID 12606941, compound

Product 1

HCID 21271730HCID 21271730, compoundYield 107.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7-(3-chlorophenylsulphamoyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (3.25 g, 9 mmol) (EP No. 0038177-A) and ethyl acrylate (0.91 g, 9 mmol) in THF (8 ml) was heated under reflux for 18 hr. Concentration and chromatography (silica gel, ether) gave ethyl-3-[7-(3-chlorophenylsulphamoyl)-1,2,3,4-tetrahydroisoquinolin-2-yl]propionate as a viscous oil (4.09 g, 98.7%).

Workup

  1. temperatureunder reflux for 18 hr
  2. concentrationConcentration and chromatography (silica gel, ether)

Sources & evidence

ORD record
ord-b7ca57d469d6425eb04fb670feb4b90e
Source dataset
uspto-grants-1989_03
Patent number
US04812573

Reaction notes

Loading…