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

HRID 24932ノート

反応式

HRID 24932 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-609c1b4a63564df49883e9626a456c92
出典データセット
uspto-grants-2005_02
特許番号
US06855710B2

反応ノート

読み込み中…