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2-Chloro-5-nitrobenzotrifluoride → 3-(Trifluoromethyl)-4-(cyclopropylmethoxy)nitrobenzene

HRID 1862792
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HRID 1862792 반응식
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[CH:6]=[CH:7][C:8]=1Cl.[CH:15]1([CH2:18][O-:19])[CH2:17][CH2:16]1.[Na+]>CS(C)=O>[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[CH:6]=[CH:7][C:8]=1[O:19][CH2:18][CH:15]1[CH2:17][CH2:16]1
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참가 물질

4

반응물 2

HCID 612132-Chloro-5-nitrobenzotrifluorideHCID 23704981Sodium cyclopropylmethoxide

생성물 1

HCID 105633403-(Trifluoromethyl)-4-(cyclopropylmethoxy)nitrobenzene수율 42.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

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온도
10 °C

실험 절차

To a cooled (10° C.) solution containing 22.5 g (0.1 mole) of 3-(trifluoromethyl)-4-chloronitrobenzene in 100 ml of DMSO was added with stirring at ambient temperature a solution containing 0.11 mole of sodium cyclopropylmethoxide (prepared by dissolving 4.9 g of 57% sodium hydride in 7.9 g of cyclopropylmethanol and 50 ml of tetrahydrofuran) in 100 ml of DMSO. The reaction mixture was heated at 50° C. for one hour, poured into ice water and filtered. Recrystallization of the filter cake from hexane gave 11.0 g (42%) of product as a white crystalline solid, m.p. 41°-44° C.

후처리

  1. additionwas added
  2. temperatureThe reaction mixture was heated at 50° C. for one hour
  3. filtrationfiltered
  4. customRecrystallization of the filter cake from hexane

출처 및 근거

ORD 기록
ord-219d078f4e4f470c9a3001df231661a0
출처 데이터셋
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04166735

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