Sulfuric Acid → Ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoate

HRID 1051391

반응식

HRID 1051391 반응식
[F:1][C:2]([F:11])([F:10])/[CH:3]=[CH:4]/[C:5]([O:7][CH2:8][CH3:9])=[O:6].[N+:12]([CH3:15])([O-:14])=[O:13].CN(C)C(=N)N(C)C.S(=O)(=O)(O)O>O>[CH2:8]([O:7][C:5](=[O:6])[CH2:4][CH:3]([CH2:15][N+:12]([O-:14])=[O:13])[C:2]([F:10])([F:11])[F:1])[CH3:9]

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 6375NitromethaneHCID 664601,1,3,3-TetramethylguanidineHCID 5371261Ethyl (2E)-4,4,4-trifluoro-2-butenoate

생성물 1

HCID 268363Ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoate수율 98%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 4.203 g (25 mmol) of ethyl 4,4,4-trifluorocrotonate, 20 mL of nitromethane and ca 0.576 g (5 mmol) of tetramethyl guanidine were stirred for 13 hours at room temperature, and then diluted with water and acidified by the addition of 0.5 M sulfuric acid. The mixture was extracted three times with diethyl ether. The combined ether extracts were washed with water, and then brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 5.601 g (98%) of 4,4,4-trifluoro-3-nitromethyl-butyric acid ethyl ester as an amber oil.

후처리

  1. extractionThe mixture was extracted three times with diethyl ether
  2. washThe combined ether extracts were washed with water
  3. dry with materialbrine, dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9c2e21304cde435fb7c44d1c259b82cc
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388172B2

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