Vinyl chloroformate → HCID 54478848, compound

HRID 1029930Notes

Reaction equation

HRID 1029930 reaction equation
C([N:8]1[CH2:16][CH:15]2[CH:10]([C:11]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:12]=[CH:13][C:14]2=[O:17])[CH2:9]1)C1C=CC=CC=1.Cl[C:31]([O:33][CH:34]=[CH2:35])=[O:32]>ClCCCl>[C:24]1([C:11]2([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:10]3[CH:15]([CH2:16][N:8]([C:31]([O:33][CH:34]=[CH2:35])=[O:32])[CH2:9]3)[C:14](=[O:17])[CH:13]=[CH:12]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 78808Vinyl chloroformateHCID 54361557HCID 54361557, compound

Product 1

HCID 54478848HCID 54478848, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 2-benzyl-7,7-diphenyl-2,3,3a,4,7,7a-hexahydro-4-1H-isoindolone (3.4 g) and vinyl chloroformate (0.92 cc) in 1,2-dichloroethane (80 cc) is refluxed for 1 hour; the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallized from ethyl ether (20 cc). 7,7-Diphenyl-2-vinyloxycarbonyl-2,3,3a,4,7,7a-hexahydro-4-1H-isoindolone (2.6 g) melting at 162° C. is obtained.

Workup

  1. temperatureis refluxed for 1 hour
  2. concentrationthe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  3. customThe residue is crystallized from ethyl ether (20 cc)

Sources & evidence

ORD record
ord-630b957ba26841d3a3738682a868e06e
Source dataset
uspto-grants-1992_04
Patent number
US05102667

Reaction notes

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