Acetonitrile → Benzoic acid 1-cyano-3-(4-methoxyphenyl)-allyl ester

HRID 48130

反応式

HRID 48130 の反応式
[C:1](=[O:4])([O-])[O-:2].[K+].[K+].[CH3:7][O:8][C:9]1[CH:18]=[CH:17][C:12]([CH:13]=[CH:14][CH:15]=O)=[CH:11][CH:10]=1.[C:19](#[N:21])C>O>[C:19]([CH:15]([O:2][C:1](=[O:4])[C:9]1[CH:18]=[CH:17][CH:12]=[CH:11][CH:10]=1)[CH:14]=[CH:13][C:12]1[CH:17]=[CH:18][C:9]([O:8][CH3:7])=[CH:10][CH:11]=1)#[N:21]

参加物

5

反応物 3

HCID 6342Acetonitrile2 回HCID 11430Potassium CarbonateHCID 2309953-(4-Methoxyphenyl)prop-2-enal

生成物 1

HCID 54392804Benzoic acid 1-cyano-3-(4-methoxyphenyl)-allyl ester

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

Acetonitrile (25 ml) is added to a solution of potassium carbonate (3.45 g; 0.025 mol) in 15 ml of water and the mixture is cooled to 0° C. 4-Methoxycinnamaldehyde (8.1 g; 0.05 mol) dissolved in acetonitrile (25 ml) is added dropwise under efficient stirring over 30 min, keeping the temperature between 0 and 2° C., and the yellow mixture is further stirred 2 h at the same temperature. The phases are separated, the organic layer is washed with brine, dried over magnesium sulfate, and evaporated. The crude benzoic acid 1-cyano-3-(4-methoxyphenyl)-allyl ester (15 g), obtained as a pale yellow oil, is used for the next step without further purification.

後処理

  1. additionis added dropwise
  2. customthe temperature between 0 and 2° C.
  3. waitthe yellow mixture is further stirred 2 h at the same temperature
  4. customThe phases are separated
  5. washthe organic layer is washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-d0dced9652c940f7b799947c5aa9486a
出典データセット
uspto-grants-2004_03
特許番号
US06703182B1

関連ノート

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