Triethylamine → 1-Chloro-4-{1-[(E)-2-nitroethenyl]cyclobutyl}benzene

HRID 331690

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HRID 331690 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH:12](O)[CH2:13][N+:14]([O-:16])=[O:15])[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.C(N(CC)CC)C>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2(/[CH:12]=[CH:13]/[N+:14]([O-:16])=[O:15])[CH2:9][CH2:10][CH2:11]2)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 66747669HCID 66747669, 화합물

생성물 1

HCID 667468521-Chloro-4-{1-[(E)-2-nitroethenyl]cyclobutyl}benzene

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

1-(1-(4-Chlorophenyl)cyclobutyl)-2-nitroethanol (5.2 g, 20.34 mmol) was dissolved in dichloromethane (41 ml) and trifluoroacetic acid anhydride (2.87 ml, 20.34 mmol) was added. The reaction mixture was cooled to 0° C. and triethylamine (5.67 ml, 40.7 mmol) was added dropwise. The reaction was slowly warmed to room temperature and stirring Was continued for 2 h. The reaction mixture was diluted with dichloromethane and washed with aqueous hydrochloric acid (1 N). The organic layer was dried (magnesium sulfate) and concentrated in vacuo. The crude product was purified by flash chromatography (silica, dichloromethane, methanol). Yield: 3.99 g (16.79 mmol, 83%)

후처리

  1. temperatureThe reaction was slowly warmed to room temperature
  2. washwashed with aqueous hydrochloric acid (1 N)
  3. dry with materialThe organic layer was dried (magnesium sulfate)
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by flash chromatography (silica, dichloromethane, methanol)

출처 및 근거

ORD 기록
ord-0d12ee125a564d98892a285f8e239deb
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877794B2

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