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Water → HCID 67207151, 화합물

HRID 1476093
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HRID 1476093 반응식
C(OP([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])(OCC)=O)C.[H-].[Na+].[F:17][C:18]([F:32])([F:31])[C:19]([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[C:23]([N+:28]([O-:30])=[O:29])[CH:22]=1)=O.O>C1COCC1.CN(C=O)C>[F:32][C:18]([F:17])([F:31])[C:19]([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[C:23]([N+:28]([O-:30])=[O:29])[CH:22]=1)=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 13345Triethyl phosphonoacetateHCID 24758Sodium hydrideHCID 67207883HCID 67207883, 화합물

생성물 1

HCID 67207151HCID 67207151, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 8028
Tetrahydrofuran
용매

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온도
0 °C

실험 절차

10.9 g (48.5 mmol) of ethyl diethylphosphonoacetate were slowly added dropwise to an ice-cooled suspension of 1.86 g (60% in mineral oil, 46.4 mmol) of sodium hydride in a mixture of 70 ml of THF and 20 ml of DMF. After the addition had ended, the mixture was stirred at 0° C. for another 30 min, and 10.0 g (42.2 mmol) of 2,2,2-trifluoro-1-(4-fluoro-3-nitrophenyl) ethanone were then added. The reaction mixture was stirred at RT overnight and then added to water. The mixture was extracted three times with ethyl acetate, and the combined organic phases were concentrated under reduced pressure. The crude product gave, after chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 20:1 to 10:1), 9.23 g of the target product (71.2% of theory).

후처리

  1. temperaturecooled
  2. additionAfter the addition
  3. stirringThe reaction mixture was stirred at RT overnight
  4. extractionThe mixture was extracted three times with ethyl acetate
  5. concentrationthe combined organic phases were concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-76a37e0c7e57408ab538192fb7434aef
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09018414B2

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