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Triethylamine → (E)-Ethyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylate

HRID 1519915
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HRID 1519915 반응식
Br[C:2]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:3]=1[NH2:4].C(N(CC)CC)C.CC1C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.[C:42]([O:46][CH2:47][CH3:48])(=[O:45])[CH:43]=[CH2:44]>CN(C=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[NH2:4][C:3]1[CH:5]=[CH:6][C:7]([C:9]([F:12])([F:11])[F:10])=[CH:8][C:2]=1/[CH:44]=[CH:43]/[C:42]([O:46][CH2:47][CH3:48])=[O:45]
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참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 80271Tri-o-tolylphosphineHCID 938992-Bromo-4-trifluoromethylaniline

생성물 1

HCID 86649426(E)-Ethyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylate

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매
HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

To a mixture of 2-bromo-4-(trifluoromethyl)aniline (5 g, 20.83 mmol), triethylamine (4.4 mL, 31.2 mmol) and P(o-tol)3 (2.5 g, 8.33 mmol) in DMF (42 mL, 0.5 M) in a glass pressure tube under nitrogen gas were added ethyl acrylate (2.3 g, 23 mmol) and palladium acetate (940 mg, 4.167 mmol). The tube was sealed and heated to 120° C. for 18 h. The resulting solution was concentrated under vacuum and purified by column chromatography. Retention time(min)=2.532, method [1], MS(ESI) 260.1 (M+H).

후처리

  1. customThe tube was sealed
  2. concentrationThe resulting solution was concentrated under vacuum
  3. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-8afb3c3aa796465d9d6a3ac373f0ba41
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09073891B2

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