Pyridine → HCID 54384006, compound

HRID 964372Notes

Reaction equation

HRID 964372 reaction equation
[C:1]([O:20][CH:21]([CH2:24][OH:25])[CH2:22][OH:23])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].N1C=CC=CC=1.Cl[C:33]([O:35][CH:36]([Cl:38])[CH3:37])=[O:34].[Cl:39][CH:40]([O:42][C:43](OC(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC)=[O:44])[CH3:41]>ClCCl>[Cl:38][CH:36]([O:35][C:33]([O:25][CH2:24][CH:21]([CH2:22][O:23][C:43]([O:42][CH:40]([Cl:39])[CH3:41])=[O:44])[O:20][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:34])[CH3:37]

Participants

6

Reactant 4

HCID 1049PyridineHCID 790752-MonostearoylglycerolHCID 5213051-Chloroethyl chloroformateHCID 54470746HCID 54470746, compound

Product 1

HCID 54384006HCID 54384006, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Stearoylglycerol (0.1 g, 0.28 mmol) was dissolved in dichloromethane (5 ml). To this was added anhydrous pyridine (49 mg, 0.62 mmol), followed by 1-chloroethyl chloroformate (89 mg, 0.62 mmol). The reaction mixture was allowed to proceed at ambient temperature overnight and worked up as described for 2-(1-chloroethoxycarbonyl)-1,3-dipalmitoylglycerol (Example 1c). The product was purified by recrystallization from ethanol.

Workup

  1. customThe product was purified by recrystallization from ethanol

Sources & evidence

ORD record
ord-b316feb621dd4054aa68dca26ab7d56b
Source dataset
uspto-grants-1998_06
Patent number
US05767299

Reaction notes

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