Chloride → (9Z,12Z,15Z)-9,12,15-Octadecatrienoyl chloride

HRID 246822

반응식

HRID 246822 반응식
[C:1]([OH:20])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14]/[CH:15]=[CH:16]\[CH2:17][CH3:18].C(Cl)(=O)C([Cl:24])=O.[Cl-]>C(Cl)(Cl)Cl>[C:1]([Cl:24])(=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14]/[CH:15]=[CH:16]\[CH2:17][CH3:18]

참가 물질

5

반응물 3

HCID 312ChlorideHCID 65578Oxalyl chlorideHCID 5280934Linolenic Acid

생성물 1

HCID 6436844(9Z,12Z,15Z)-9,12,15-Octadecatrienoyl chloride

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A solution of 10 g of α-linolenic acid in 100 ml of anhydrous chloroform was kept cooled with ice and 4.6 g of oxalic chloride was added dropwise thereto. The solution containing the chloride was stirred at room temperature for three hours. The resultant reaction solution was dried under a vacuum. The α-linolenic acid chloride consequently formed was dissolved in 100 ml of anhydrous chloroform. The solution consequently obtained was cooled to -50° C. and 2.2 g of paraformaldenyde was added thereto and subsequently 12.2 g of zinc chloride was added thereto. Thereafter, the resultant reaction solution was stirred at room temperature for three hours. It was subjected to alumina chromatography. From the methylene chloride eluate consequently separated, 4.1 g of α-linolenyl oxymethyl chloride was obtained. The physicochemical data obtained of this product were as shown below. They prove the identity of α-linolenyl oxymethyl chloride.

후처리

  1. additionwas added dropwise
  2. customThe resultant reaction solution
  3. customwas dried under a vacuum

출처 및 근거

ORD 기록
ord-c8d454e56513413dbf3391f5977b4320
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04704393

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