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2,6-Lutidine → p-Nitrobenzyl 2-chloro-2-(4-methylthio-2-azetidinon-1-yl)acetate

HRID 980960
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인쇄 미리보기

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HRID 980960 반응식
N1C(C)=CC=CC=1C.S(Cl)([Cl:11])=O.O[CH:14]([N:28]1[CH:31]([S:32][CH3:33])[CH2:30][C:29]1=[O:34])[C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=1)=[O:16]>O1CCCC1.C(OCC)(=O)C>[Cl:11][CH:14]([N:28]1[CH:31]([S:32][CH3:33])[CH2:30][C:29]1=[O:34])[C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=1)=[O:16]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 79372,6-LutidineHCID 24386Thionyl ChlorideHCID 20220832p-Nitrobenzyl 2-hydroxy-2-(4-methylthio-2-azetidinon-1-yl)acetate

생성물 1

HCID 20220789p-Nitrobenzyl 2-chloro-2-(4-methylthio-2-azetidinon-1-yl)acetate

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857
Ethyl Acetate
용매

반응 조건

온도
-20 °C

실험 절차

2,6-Lutidine (626 mg) and thionyl chloride (695 mg) were successively added dropwise to a solution of p-nitrobenzyl 2-hydroxy-2-(4-methylthio-2-azetidinon-1-yl)acetate (1.59 g) in tetrahydrofuran (30 ml), whilst stirring at -20° C. The reaction mixture was stirred at -20° to -15° C. for 30 minutes, diluted with ethyl acetate, washed with water (once), neutralized with a dilute aqueous solution of sodium bicarbonate solution and further washed with water.

후처리

  1. stirringThe reaction mixture was stirred at -20° to -15° C. for 30 minutes
  2. washwashed with water (once),
  3. washfurther washed with water

출처 및 근거

ORD 기록
ord-5eee7d0274934e50b674416f2652d524
출처 데이터셋
uspto-grants-1987_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04639441

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