Hydrochloric Acid → 4-[3-(p-Tolylsulphonyloxy)-prop-1-ynyl]-nitrobenzene

HRID 24932

반응식

HRID 24932 반응식
N1C=CC=CC=1.[OH:7][CH2:8][C:9]#[C:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1.[C:20]1([CH3:30])[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1.Cl>ClCCl>[C:20]1([CH3:30])[CH:25]=[CH:24][C:23]([S:26]([O:7][CH2:8][C:9]#[C:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)(=[O:28])=[O:27])=[CH:22][CH:21]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 50337133-(4-Nitrophenyl)prop-2-yn-1-ol

생성물 1

HCID 225692544-[3-(p-Tolylsulphonyloxy)-prop-1-ynyl]-nitrobenzene

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4.4 ml (54 mmol) of pyridine are added dropwise to a solution of 5.8 g (33 mmol) of 4-(3-hydroxyprop-1-ynyl)-nitrobenzene and 5.2 g (27 mmol) of p-toluenesulphonic acid chloride in 50 ml of dichloromethane at 0° C. After 2 hours at 0° C. about 25 g of ice and 8 ml of conc. hydrochloric acid are added. The organic phase is separated off and washed with water. After removal of the solvent in vacuo and chromatography of the residue on silica gel (dichloromethane/methanol=1:1) the product is obtained as an oil.

후처리

  1. customThe organic phase is separated off
  2. washwashed with water
  3. customAfter removal of the solvent in vacuo and chromatography of the residue on silica gel (dichloromethane/methanol=1:1) the product
  4. customis obtained as an oil

출처 및 근거

ORD 기록
ord-609c1b4a63564df49883e9626a456c92
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855710B2

연결된 노트

불러오는 중…