Ethyl chloroformate → HCID 18399709, compound

HRID 1018993Notes

Reaction equation

HRID 1018993 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:19]3[CH:20]=[CH:21][S:22][C:18]=3[CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.Cl[C:24]([O:26][CH2:27][CH3:28])=[O:25].C([O-])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1.O>[S:22]1[C:18]2[CH:17]=[CH:16][N:15]=[C:14]([CH:11]3[CH2:12][CH2:13][N:8]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:9][CH2:10]3)[C:19]=2[CH:20]=[CH:21]1

Participants

6

Reactant 3

HCID 10928Ethyl chloroformateHCID 11430Potassium CarbonateHCID 18399751HCID 18399751, compound

Product 1

HCID 18399709HCID 18399709, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

1 g of the product obtained in Step E is added dropwise to a suspension of 93 ml of ethyl chloroformate and 0.89 g of K2CO3 in 5 ml of toluene. After 12 hours at ambient temperature, the reaction mixture is diluted with water, extracted with toluene and then concentrated under reduced pressure. Chromatography on silica gel (dichloromethane/methanol: 95/5) enables the expected product to be isolated.

Workup

  1. extractionextracted with toluene
  2. concentrationconcentrated under reduced pressure
  3. customto be isolated

Sources & evidence

ORD record
ord-bf36bdadff24445683a11d8cc39fc7b7
Source dataset
uspto-grants-2002_11
Patent number
US06486171B2

Reaction notes

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