Water → HCID 54037492, compound

HRID 1732044Notes

Reaction equation

HRID 1732044 reaction equation
[CH3:1][CH:2]([CH2:6][CH2:7][CH:8]=[C:9]([CH3:36])[CH2:10][CH2:11][CH:12]=[C:13]([CH3:35])[CH2:14][CH2:15][CH:16]=[C:17]([CH3:34])[CH2:18][CH2:19][CH:20]=[C:21]([CH3:33])[CH2:22][CH2:23][CH:24]=[C:25]([CH3:32])[CH2:26][CH2:27][CH:28]=[C:29]([CH3:31])[CH3:30])[CH2:3][CH2:4][OH:5].[C:37](OC(=O)C)(=[O:39])[CH3:38].O>N1C=CC=CC=1>[C:37]([O:5][CH2:4][CH2:3][CH:2]([CH3:1])[CH2:6][CH2:7][CH:8]=[C:9]([CH3:36])[CH2:10][CH2:11][CH:12]=[C:13]([CH3:35])[CH2:14][CH2:15][CH:16]=[C:17]([CH3:34])[CH2:18][CH2:19][CH:20]=[C:21]([CH3:33])[CH2:22][CH2:23][CH:24]=[C:25]([CH3:32])[CH2:26][CH2:27][CH:28]=[C:29]([CH3:31])[CH3:30])(=[O:39])[CH3:38]

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 128917HCID 128917, compound

Product 1

HCID 54037492HCID 54037492, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3.5 g of 3,7,11,15,19,23,27-heptamethyl-6,10,14,18,22,26-octacosahexaenol was dissolved in 20 ml of pyridine, and 10 ml of acetic anhydride was added. After 20 g of iced water was added, the solution was stirred for one hour and extraction was then carried out using 100 ml of n-hexane. The extract was washed with 1N hydrochloric acid and then with water, dried and concentrated. The concentrate was refined by silica gel column chromatography, providing 3 g of the captioned 3,7,11,15,19,23,27-heptamethyl-6,10,14,18,22,26-octacosahexaenyl acetate in a colorless oily form.

Workup

  1. extractionextraction
  2. washThe extract was washed with 1N hydrochloric acid
  3. dry with materialwith water, dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e6cd5cace75f4654859991358fafd331
Source dataset
uspto-grants-1986_11
Patent number
US04624966

Reaction notes

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