Hydrochloric Acid → HCID 67482917、化合物

HRID 1817769ノート

反応式

HRID 1817769 の反応式
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([O-:5])=O.[K+].[Mg+2].[Cl-].[Cl-].[F:14][C:15]1[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][C:16]=1C(Cl)=O.Cl>C(OCC)(=O)C>[F:14][C:15]1[CH:16]=[CH:20][C:21]([C:24]([F:25])([F:26])[F:27])=[CH:22][C:23]=1[C:3](=[O:5])[CH2:2][C:1]([O:7][CH2:8][CH3:9])=[O:6]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 27348802-Fluoro-5-(trifluoromethyl)benzoyl ChlorideHCID 3446434Potassium ethyl malonateHCID 5360315Magnesium Chloride

生成物 1

HCID 67482917HCID 67482917、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

反応条件

温度
40 °C

実験手順

Potassium ethyl malonate (10.2 g, 60 mmol), MgCl2(6.3 g, 66 mmol), and triethylamnine (28 ml, 200 mmol) were suspended in dry ethyl acetate (200 ml) and heated to 40° C. for 15 hr. A solution of 2-fluoro-5-trifluoromethylbenzoyl chloride (10 g, 44.1 mmol) in ethyl acetate (40 ml) was dropped in slowly (in about one hour). After another hour, the mixture was treated with 2N HCl (200 ml). The organic layer was washed with 0.5 N HCl 2×, 5% K2CO3 2×, brine 2×, and dried over Na2SO4. Evaporation of the solvent and vacuum drying afforded ethyl 3-[2-fluoro-5-(trifluoromethyl)phenyl]-3-oxopropanoate as a pale yellow oil. NMR (500 MHz, CDCl3) δ: 1.25 (t, J=7.4 Hz, 3H); 1.32*; 4.00 (d, JF-H=3 Hz, 2H); 4.21 (q, J=7.4 Hz, 2H); 5.8*; 7.22*; 7.29 (t, J=10.3 Hz, 1H); 7.66*; 7.82 (br, 1H); 8.14*; 8.24 (d, J=6.4 Hz, 1H). Enol form* exists in about 35%.

後処理

  1. waitAfter another hour
  2. washThe organic layer was washed with 0.5 N HCl 2×, 5% K2CO3 2×, brine 2×
  3. dry with materialdried over Na2SO4
  4. customEvaporation of the solvent and vacuum
  5. customdrying

出典と根拠

ORDレコード
ord-3ea7d1e751e14f4a81ebf1040ffc9875
出典データセット
uspto-grants-2009_10
特許番号
US07598285B2

反応ノート

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