Dicyclohexylcarbodiimide → HCID 13576914, compound

HRID 544724Notes

Reaction equation

HRID 544724 reaction equation
C1(N=C=NC2CCCCC2)CCCCC1.O[C:17]1[CH:22]=[C:21]([N:23]2[CH:27]=[CH:26][CH:25]=[CH:24]2)[C:20]([CH3:28])=[CH:19][C:18]=1[CH:29]([CH3:33])[C:30]([OH:32])=[O:31]>C(Cl)Cl>[CH3:33][CH:29]1[C:18]2[CH:19]=[C:20]([CH3:28])[C:21]([N:23]3[CH:27]=[CH:26][CH:25]=[CH:24]3)=[CH:22][C:17]=2[O:31][C:30]1=[O:32]

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 20458182HCID 20458182, compound

Product 1

HCID 13576914HCID 13576914, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2.27 g (11 mmoles) of dicyclohexylcarbodiimide in 20 ml of absolute methylene chloride are added at room temperature to a solution of 2.5 g (10 mmoles) of 2-[2-hydroxy-5-methyl-4-(pyrrol-1-yl)-phenyl]-propionic acid in 30 ml of absolute methylene chloride. The reaction mixture is stirred for approximately 30 minutes at room temperature, the precipitate is filtered off and the filtrate is concentrated in a vacuum rotary evaporator. Distillation yields 3,5-dimethyl-6-(pyrrol-1-yl)-benzofuran-2(3H)-one, b.p. 180°/0.005 torr, m.p. 61°-63°.

Workup

  1. filtrationthe precipitate is filtered off
  2. concentrationthe filtrate is concentrated in a vacuum rotary evaporator
  3. distillationDistillation

Sources & evidence

ORD record
ord-ab51784664164c80ac6a4d4ec2e3fb0b
Source dataset
uspto-grants-1984_05
Patent number
US04451462

Reaction notes

Loading…