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

HRID 520358
ノート
印刷プレビュー

反応式

HRID 520358 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒
このページの内容参加物実験手順後処理出典と根拠反応ノート

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-914b8ea25ceb421ab161d0da01eebf23
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09326973B2

反応ノート

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