2-Chloroethyl isocyanate → HCID 18612287, compound

HRID 2082178Notes

Reaction equation

HRID 2082178 reaction equation
[CH3:1][O:2][C@@H:3]([CH2:24][OH:25])[CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].[Cl:26][CH2:27][CH2:28][N:29]=[C:30]=[O:31]>ClC(Cl)C>[Cl:26][CH2:27][CH2:28][NH:29][C:30]([O:25][CH2:24][C@@H:3]([CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[O:2][CH3:1])=[O:31]

Participants

4

Reactant 2

HCID 160352-Chloroethyl isocyanateHCID 459930AC1LA1HX

Product 1

HCID 18612287HCID 18612287, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 0.17 g of (S)-2-O-methyl-1-O-octadecylglycerine in 10 ml of dichloroethane is treated with 1 ml of 2-chloroethyl isocyanate and heated at 80° C. for 25 hours. The solution is evaporated and the residue is chromatographed on silica gel. After elution with dichloromethane-ether (9:1), there is obtained (R)-1-O-[(2-chloroethyl)carbamoyl]-2-O-methyl-3-O-octadecylglycerine in the form of an oil.

Workup

  1. customThe solution is evaporated
  2. customthe residue is chromatographed on silica gel
  3. washAfter elution with dichloromethane-ether (9:1)

Sources & evidence

ORD record
ord-0c37e617dce44138aab735acfa15cc45
Source dataset
uspto-grants-1993_02
Patent number
US05187293

Reaction notes

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