Triethyl phosphonoacetate → HCID 21939967、化合物

HRID 2269712ノート

反応式

HRID 2269712 の反応式
[H-].[Na+].C(OP([CH2:11][C:12]([O:14]CC)=[O:13])(OCC)=O)C.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][C:26]2[CH:31]=[CH:30][C:29]([CH:32]=O)=[CH:28][CH:27]=2)=[CH:21][CH:20]=1.[OH-].[Na+]>O.C(O)C>[CH3:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([O:25][C:26]2[CH:27]=[CH:28][C:29](/[CH:32]=[CH:11]/[C:12]([OH:14])=[O:13])=[CH:30][CH:31]=2)=[CH:23][CH:24]=1

参加物

7

反応物 4

HCID 13345Triethyl phosphonoacetateHCID 14798Sodium HydroxideHCID 24758Sodium hydrideHCID 104895194-(4-Methoxyphenoxy)benzaldehyde

生成物 1

HCID 21939967HCID 21939967、化合物収率 84.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

Sodium hydride (60% dispersion in oil; 0.36 g) was added to an ethanol (30 ml) solution of ethyl diethylphosphonoacetate (1.4 g) at room temperature. The reaction mixture was stirred at room temperature for 10 minutes, to which was added 4-[(4-methoxyphenyl)oxy]benzenecarboaldehyde (1.2 g). The reaction mixture was stirred at room temperature for 2 hours, which was further stirred at 50° C. for 30 minutes. The reaction mixture was cooled, to which were added water (20 ml) and sodium hydroxide (0.5 g). The reaction mixture was stirred at room temperature for 2 hours, and concentrated. 2N Hydrochloric acid was added to the residue to become acidic, which was extracted with ethyl acetate. The organic layer was washed with water, then dried and concentrated. The residue was recrystallized from ethyl acetate-hexane to obtain the entitled compound (1.2 g).

後処理

  1. stirringThe reaction mixture was stirred at room temperature for 2 hours
  2. stirringwhich was further stirred at 50° C. for 30 minutes
  3. temperatureThe reaction mixture was cooled, to which
  4. stirringThe reaction mixture was stirred at room temperature for 2 hours
  5. concentrationconcentrated
  6. addition2N Hydrochloric acid was added to the residue
  7. extractionwhich was extracted with ethyl acetate
  8. washThe organic layer was washed with water
  9. customdried
  10. concentrationconcentrated
  11. customThe residue was recrystallized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-2ee1fc82e0894f668d511a7804a98080
出典データセット
uspto-grants-2001_12
特許番号
US06329389B1

反応ノート

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