Toluene → 2-(Pyrazol-1-yl)-ethyl 2-tosyloxy-propionate

HRID 542379ノート

反応式

HRID 542379 の反応式
[S:1]([C:5]1[CH:11]=[CH:10][C:8]([CH3:9])=[CH:7][CH:6]=1)([OH:4])(=[O:3])=[O:2].[C:12](Cl)(=[O:16])[CH:13]([CH3:15])O.[OH:18][CH2:19][CH2:20][N:21]1[CH:25]=[CH:24][CH:23]=[N:22]1.C(N(CC)CC)C.C1(C)C=CC=CC=1>O>[S:1]([O:4][CH:13]([CH3:15])[C:12]([O:18][CH2:19][CH2:20][N:21]1[CH:25]=[CH:24][CH:23]=[N:22]1)=[O:16])([C:5]1[CH:11]=[CH:10][C:8]([CH3:9])=[CH:7][CH:6]=1)(=[O:3])=[O:2]

参加物

6

反応物 4

HCID 1140TolueneHCID 8471TriethylamineHCID 2370311-(2-Hydroxyethyl)-1H-pyrazoleHCID 88643831Lactyl chloride tosylate

生成物 1

HCID 133390282-(Pyrazol-1-yl)-ethyl 2-tosyloxy-propionate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

5.25 g (0.02 mol) of the S-enantiomer of lactyl chloride tosylate were added to a mixture of 2.24 g (0.02 mol) of 1-(2-hydroxyethyl)-pyrazole, 2 g (0.02 mol) of triethylamine and 50 ml of toluene at 20° C., while stirring. The reaction mixture was stirred at 20° C. for a further 14 hours and then worked up by adding water, extracting the mixture several times with toluene, drying the combined organic phases and concentrating them by stripping off the solvent under reduced pressure. 4.7 g (69.5% of theory) of the S-enantiomer of 2-(pyrazol-1-yl)-ethyl 2-tosyloxy-propionate were obtained in this manner.

後処理

  1. stirringThe reaction mixture was stirred at 20° C. for a further 14 hours
  2. extractionextracting the mixture several times with toluene
  3. customdrying the combined organic phases
  4. concentrationconcentrating them

出典と根拠

ORDレコード
ord-01a07fd02ffa48eb856d8ac3f94a8dd0
出典データセット
uspto-grants-1987_04
特許番号
US04657577

反応ノート

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