Triethylamine → HCID 53640509, 화합물

HRID 525963노트

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HRID 525963 반응식
C(N(CC)CC)C.[CH3:8][N:9]([CH3:17])[CH:10]=[CH:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].[F:18][C:19]1[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:20]=1[C:21](Cl)=[O:22]>C1(C)C=CC=CC=1>[CH3:8][N:9]([CH3:17])[CH:10]=[C:11]([C:21](=[O:22])[C:20]1[CH:24]=[C:25]([F:29])[C:26]([F:28])=[CH:27][C:19]=1[F:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 121015Ethyl 3-(N,N-dimethylamino)acrylateHCID 1451642,4,5-Trifluorobenzoyl chloride

생성물 1

HCID 53640509HCID 53640509, 화합물수율 84%

시약·촉매·용매 1

HCID 1140Toluene용매2회

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온도
90 °C

실험 절차

To a solution of triethylamine (107 mL, 771 mmol) and ethyl 3-(dimethylamino)acrylate (55.2 mL, 386 mmol) in toluene (250 mL) was added dropwise a toluene solution of 2,4,5-trifluorobenzoyl chloride (50 g, 257 mmol). The mixture was stirred at 90° C. for 3 h. LCMS showed completion of reaction. After cooling down, the reaction mixture was washed with water and extracted with EA. The organic layer was dried over Na2SO4, filtered and concentrated to afford ethyl 3-(dimethylamino)-2-(2,4,5-trifluorobenzoyl)acrylate (65 g, 216 mmol, 84% yield) as a brown oil. LCMS: (M+H)+: 302.1.

후처리

  1. customcompletion of reaction
  2. temperatureAfter cooling down
  3. washthe reaction mixture was washed with water
  4. extractionextracted with EA
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-277f1a04a18a47f4a738b7db5e372231
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340556B2

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