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

HRID 462876노트

반응식

HRID 462876 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-312a80bd9fa6498ea0e5d25145355ed8
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04518416

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