Acetic Acid → HCID 21317539, compound

HRID 328771Notes

Reaction equation

HRID 328771 reaction equation
[Cl:1][CH2:2][CH2:3][S:4][CH:5]([CH2:17][CH2:18][CH2:19][CH:20]([O:26][C:27](=[O:29])[CH3:28])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].OO.[OH2:32].C(O)(=[O:35])C>CCOCC>[Cl:1][CH2:2][CH2:3][S:4]([CH:5]([CH2:17][CH2:18][CH2:19][CH:20]([O:26][C:27](=[O:29])[CH3:28])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])(=[O:35])=[O:32]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 21317532Ethyl 8-(2-chloroethylthio)-12-acetoxyheptadecanoate

Product 1

HCID 21317539HCID 21317539, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of ethyl 8-(2-chloroethylthio)-12-acetoxyheptadecanoate (45.1 g., 0.1 mole) and 30% aqueous hydrogen peroxide (50 ml.) in acetic acid (225 ml.) is allowed to stand 20 hours at 25° C. The solution is diluted with 600 ml. of water. The oily product is taken up in ether, washed with dilute sodium bicarbonate solution and four portions of water and dried over sodium sulfate. Evaporation of the ether in vacuo leaves the title compound as a light yellow viscous oil.

Workup

  1. additionThe solution is diluted with 600 ml
  2. washwashed with dilute sodium bicarbonate solution and four portions of water
  3. dry with materialdried over sodium sulfate
  4. customEvaporation of the ether in vacuo

Sources & evidence

ORD record
ord-b170a02ba26f493c90aa0a852b98f0aa
Source dataset
uspto-grants-1977_04
Patent number
US04018802

Reaction notes

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