Methyl Isocyanate → HCID 18612288, compound

HRID 2082173Notes

Reaction equation

HRID 2082173 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][C@@H:9]([CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[OH:10])=[O:6].[CH3:31][N:32]=[C:33]=[O:34]>ClC(Cl)C>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][C@@H:9]([CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[O:10][C:33](=[O:34])[NH:32][CH3:31])=[O:6]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 18612289HCID 18612289, compound

Product 1

HCID 18612288HCID 18612288, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

A solution of 0.33 g of (R)-1-O-(4-chlorobutyryl)-3-O-octadecylglycerine in 10 ml of dichloroethane is treated at 80° C. with 10 ml of methyl isocyanate. The solution is evaporated and the residue is chromatographed on silica gel while eluting with ether. There is obtained (R)-1-O-(4-chlorobutyryl)-2-O-(methylcarbamoyl)-3-O-octadecylglycerine of melting point 61°-62° C. (dec.).

Workup

  1. customThe solution is evaporated
  2. customthe residue is chromatographed on silica gel
  3. washwhile eluting with ether

Sources & evidence

ORD record
ord-b84c173663b741218c905449235ff6be
Source dataset
uspto-grants-1993_02
Patent number
US05187293

Reaction notes

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