Diazomethane → methyl (E)-2-benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionate

HRID 1590175Notes

Reaction equation

HRID 1590175 reaction equation
[CH:1](=[C:8](/[CH2:12][C:13]([N:15]1[CH2:23][C@H:22]2[C@H:17]([CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:16]1)=[O:14])\[C:9]([OH:11])=[O:10])/[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+](=[CH2:26])=[N-]>C(OCC)C>[CH:1](=[C:8](/[CH2:12][C:13]([N:15]1[CH2:16][C@H:17]2[C@H:22]([CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:23]1)=[O:14])\[C:9]([O:11][CH3:26])=[O:10])/[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 10686666HCID 10686666, compound

Product 1

HCID 67759421methyl (E)-2-benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of (E)-2-benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid (50 mg) in diethyl ether was added a solution of diazomethane in diethyl ether with stirring and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure to give 52 mg of methyl (E)-2-benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionate as a colorless viscous oil.

Workup

  1. stirringthe mixture was stirred at room temperature for 2 hours
  2. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-06e45250b7d84e03a829dfbdc3f6ef45
Source dataset
uspto-grants-1993_04
Patent number
US05202335

Reaction notes

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