Pyridine → Carbonochloridic acid, octadecyl ester

HRID 1910412노트

반응식

HRID 1910412 반응식
[CH2:1]([OH:19])[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].[Cl:20][C:21](Cl)([O:23]C(=O)OC(Cl)(Cl)Cl)Cl.N1C=CC=CC=1>C(Cl)Cl>[Cl:20][C:21]([O:19][CH2:1][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])=[O:23]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 8221Stearyl AlcoholHCID 94429Triphosgene

생성물 1

HCID 103922Carbonochloridic acid, octadecyl ester수율 84.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
12.5 °C

실험 절차

Stearyl alcohol (2.7 g, 0.01 mol), and triphosgene (0.99 g, 0.0067 mol) were dissolved in 20 ml methylene chloride, stirred and cooled to 10-15° C. Anhydrous pyridine (0.8 g of, 0.02 mol) was added dropwise into the pre-cooled solution over a 1 hr period. The reaction mixture was stirred for an additional 1 h, then heated in a water bath at 65° C. for 15 min until all the methylene chloride evaporated. The residue was washed 3 times with cold water, dried over Na2SO4 and evaporated to give stearyl chloroformate (1.88 g, 83% yield), also known as octadecyl chloroformate.

후처리

  1. stirringThe reaction mixture was stirred for an additional 1 h
  2. customevaporated
  3. washThe residue was washed 3 times with cold water
  4. dry with materialdried over Na2SO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-d402cb969cb24e38b0f749157b94ef83
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08603999B2

반응 노트

불러오는 중…