Ethyl Acetate → Ethyl 3-(3-fluoro-4-methyloxyphenyl)Acrylate

HRID 2378529ノート

反応式

HRID 2378529 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=O.C(OP([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])(OCC)=O)C.[H-].[Na+].C(OCC)(=O)C>C(OCCOCC)C>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 13345Triethyl phosphonoacetateHCID 24758Sodium hydrideHCID 676963-Fluoro-p-anisaldehyde

生成物 1

HCID 53705486Ethyl 3-(3-fluoro-4-methyloxyphenyl)Acrylate

試薬・触媒・溶媒 1

HCID 12375Ethylene glycol diethyl ether溶媒

実験手順

A solution of 3-fluoro-4-methoxybenzaldehyde (2.20 g, Ald) in 1,2-diethoxyethane (5 ml) was added with ethyl diethylphosphonoacetate (3.12 ml, TCI) and added with 60% sodium hydride (624 mg) under ice cooling. After being stirred for 10 minutes, the reaction mixture was warmed to room temperature, and stirred for 5 hours. The reaction mixture was added with ethyl acetate (90 ml), and washed successively with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride and saturated brine. The organic layer was dried, and then the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (Quad, hexane:ethyl acetate=10:1) to obtain the title compound (Intermediate 7, 3.16 g).

後処理

  1. stirringstirred for 5 hours
  2. washwashed successively with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride and saturated brine
  3. customThe organic layer was dried
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by flash column chromatography (Quad, hexane:ethyl acetate=10:1)

出典と根拠

ORDレコード
ord-f987ff8c721244aabdb6108d7e631f5c
出典データセット
uspto-grants-2008_12
特許番号
US07470807B2

反応ノート

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