Acetic Anhydride → HCID 131716013, compound

HRID 232160Notes

Reaction equation

HRID 232160 reaction equation
[OH:1][CH:2]([CH:17]([OH:26])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH:13]([CH2:15][OH:16])[OH:14])[OH:12].C(O[C:31](=[O:33])[CH3:32])(=O)C>C(Cl)(Cl)Cl>[C:2]([C:15]([C:31](=[O:33])[CH3:32])([OH:16])[C:13]([C:13](=[O:14])[CH3:15])([OH:14])[C:11]([C:11](=[O:12])[CH3:10])([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]([OH:1])[CH:17]([OH:26])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[OH:12])(=[O:1])[CH3:3]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 20031202HCID 20031202, compound

Product 1

HCID 131716013HCID 131716013, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.2 g of the 9,10-dihydroxy-octadecyl glycerol (III) was dissolved in a small volume of chloroform (0.5 ml) in a screw tube and 2 ml acetic anhydride added. The reaction mixture was placed in a water bath for 2 h at 60° C., then dried down under a nitrogen stream. The residue was redissolved in chloroform:methanol:water (1:2:0.8) (v/v/v) and separated into phases by the addition of the appropriate amounts of chloroform and water to a final ratio of 1:1:0.9 (v/v/v). The synthesized compound (IV) is partioned in the chloroform phase.

Workup

  1. customdried down under a nitrogen stream
  2. dissolutionThe residue was redissolved in chloroform:methanol:water (1:2:0.8) (v/v/v)
  3. customseparated into phases by the addition of the appropriate amounts of chloroform and water to a final ratio of 1:1:0.9 (v/v/v)

Sources & evidence

ORD record
ord-6f9ae095c52e4579a07281da649f955f
Source dataset
uspto-grants-1989_07
Patent number
US04851450

Reaction notes

Loading…