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p-Toluenesulfonyl azide → (4-Cyclopropanesulfonyl-phenyl) diazo acetic acid ethyl ester

HRID 524388
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HRID 524388 반응식
[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.C1(C)C=CC(S([N:28]=[N+:29]=[N-])(=O)=O)=CC=1.C1CCN2C(=NCCC2)CC1>C(#N)C>[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13](=[N+:28]=[N-:29])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:2][CH2:3]1
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참가 물질

5

반응물 3

HCID 13661p-Toluenesulfonyl azideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 59331225Ethyl 2-(4-(cyclopropylsulfonyl)phenyl)acetate

생성물 1

HCID 72281714(4-Cyclopropanesulfonyl-phenyl) diazo acetic acid ethyl ester수율 91.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Ethyl 2-(4-cyclopropylsulfonylphenyl)acetate [obtained as described in WO2004/072031 (40 g, 149.07 mmol)] was dissolved in dry acetonitrile (745 mL) under argon atmosphere. To the above solution para toluene sulfonyl azide (32.33 g, 163.97 mmol) was added, followed by DBU (33.40 mL, 223.6 mmol) in dropwise manner, and stirred for 30 min. Reaction mixture was poured in ice cold water (500 mL), solid obtained was filtered through buchner funnel and dried under vaccum which yielded ethyl 2-(4-cyclopropylsulfonylphenyl)-2-diazo-acetate (40 g).

후처리

  1. customReaction mixture
  2. customsolid obtained
  3. filtrationwas filtered through buchner funnel
  4. customdried under vaccum which

출처 및 근거

ORD 기록
ord-c391536ab416455e8640580b829a854e
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09340506B2

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