Vinyl chloroformate → HCID 67745325, compound

HRID 375482Notes

Reaction equation

HRID 375482 reaction equation
Cl[C:2]([O:4][CH:5]=[CH2:6])=[O:3].C([N:14]1[CH2:18][CH:17]2[C:19]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:20][CH2:21][S:22](=[O:24])(=[O:23])[CH:16]2[CH2:15]1)C1C=CC=CC=1>ClCCCl>[C:31]1([C:19]2([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH:17]3[CH:16]([CH2:15][N:14]([C:2]([O:4][CH:5]=[CH2:6])=[O:3])[CH2:18]3)[S:22](=[O:23])(=[O:24])[CH2:21][CH2:20]2)[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

4

Reactant 2

HCID 78808Vinyl chloroformateHCID 67745324HCID 67745324, compound

Product 1

HCID 67745325HCID 67745325, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

0.16 cm3 of vinyl chloroformate is added to a solution of 0.7 g of (4aRS,7aRS)-6-benzyl-4,4-diphenylperhydrothiopyrano[2,3-c]pyrrole 1,1-dioxide in 10 cm3 of 1,2-dichloroethane. The mixture is refluxed for 2 hours and then concentrated to dryness under reduced pressure (2.7 kPa) at 50° C. The crystalline solid is washed with ethyl ether, drained and then dried. 0.58 g of (4aRS,7aRS)-4,4-diphenyl-6-vinyloxycarbonylperhydrothiopyrano[2,3-c]pyrrole 1,1-dioxide is obtained in the form of white crystals.

Workup

  1. temperatureThe mixture is refluxed for 2 hours
  2. concentrationconcentrated to dryness under reduced pressure (2.7 kPa) at 50° C
  3. washThe crystalline solid is washed with ethyl ether
  4. customdried

Sources & evidence

ORD record
ord-3f73a39c3ef54bfb8072a931f66782cb
Source dataset
uspto-grants-1996_01
Patent number
US05484942

Reaction notes

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