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Iodoethane → Ethyl 4-fluoro-3,3-dimethyl-2-oxobutanoate

HRID 520358
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HRID 520358 반응식
[F:1][CH2:2][C:3]([CH3:10])([CH3:9])[C:4](=[O:8])[C:5]([OH:7])=[O:6].I[CH2:12][CH3:13].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOC(C)=O>[F:1][CH2:2][C:3]([CH3:10])([CH3:9])[C:4](=[O:8])[C:5]([O:7][CH2:12][CH3:13])=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 866900774-Fluoro-3,3-dimethyl-2-oxobutanoic acid

생성물 1

HCID 86690078Ethyl 4-fluoro-3,3-dimethyl-2-oxobutanoate수율 84.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매
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실험 절차

To a solution of 4-fluoro-3,3-dimethyl-2-oxobutanoic acid (2.3 g, 15.53 mmol) in DMF (30 mL) was added iodoethane (1.880 mL, 23.29 mmol) and K2CO3 (5.36 g, 38.8 mmol). The reaction mixture was stirred at rt for 18 h. The reaction mixture was diluted with EtOAc and stirred for 10 min. The solid was filtered. The filtration was partitioned between EtOAc and water. The organic phase was washed water, sat. NaCl, and concentrated. The residue was diluted with hexane (˜100 mL) and washed with water (2×30 mL), dried over MgSO4, filtered and concentrated to yield ethyl 4-fluoro-3,3-dimethyl-2-oxobutanoate (2.3 g).

후처리

  1. stirringstirred for 10 min
  2. filtrationThe solid was filtered
  3. filtrationThe filtration
  4. customwas partitioned between EtOAc and water
  5. washThe organic phase was washed water, sat. NaCl
  6. concentrationconcentrated
  7. additionThe residue was diluted with hexane (˜100 mL)
  8. washwashed with water (2×30 mL)
  9. dry with materialdried over MgSO4
  10. filtrationfiltered
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-914b8ea25ceb421ab161d0da01eebf23
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09326973B2

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