Sodium Acetate → HCID 20212691, compound

HRID 1906196Notes

Reaction equation

HRID 1906196 reaction equation
[CH2:1]([O:19][CH2:20][CH:21]([NH:43][C:44]([CH2:46][CH2:47][C:48]([OH:50])=O)=[O:45])[CH2:22][O:23][C:24]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[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].C([O-])(=[O:53])C.[Na+]>C(OC(=O)C)(=O)C>[CH2:1]([O:19][CH2:20][CH:21]([N:43]1[C:48](=[O:50])[CH2:47][CH2:46][C:44]1=[O:45])[CH:22]([O:23][C:24]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)[OH:53])[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]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 13728033HCID 13728033, compound

Product 1

HCID 20212691HCID 20212691, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2.21 g of the carboxyl compound obtained in Example 8 and 0.45 g of sodium acetate in 10 ml of acetic anhydride was heated at 100° C. for 2 hours, and the mixture was concentrated under reduced pressure. n-Hexane was added to the mixture and the insoluble matter was filtered off. The filtrate was concentrated to dryness to give a crude product of 3-octadecyloxy-2-succinimido-1-trityloxypropanol. This crude trityl compound in 20 ml of 70% acetic acid was heated at 100° C. for 2 hours. The reaction mixture was concentrated to dryness and the residue was purified by silica gel chromatography (chloroform-methanol=20:1) to give 1.316 g (95%) of the desired compound as a colorless powder.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. additionn-Hexane was added to the mixture
  3. filtrationthe insoluble matter was filtered off
  4. concentrationThe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-74834b4f4f924976a9514a22a71e44af
Source dataset
uspto-grants-1987_03
Patent number
US04650791

Reaction notes

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