Hydrochloric Acid → 1,3,4,5-Tetrahydro-3-(methoxycarbonyl)-4-(methoxyphenyl)-7-(trifluoromethyl)-2H-1-benzazepin-2-one

HRID 580396

反応式

HRID 580396 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[CH2:12][CH:13]([CH:22]([C:27](OC)=[O:28])[C:23]([O:25][CH3:26])=[O:24])[C:14]1[CH:19]=[CH:18][C:17](OC)=[CH:16][CH:15]=1.[CH3:31][O-:32].[Na+].Cl>CO>[CH3:26][O:25][C:23]([CH:22]1[CH:13]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=2[O:32][CH3:31])[CH2:12][C:3]2[CH:4]=[C:5]([C:8]([F:10])([F:11])[F:9])[CH:6]=[CH:7][C:2]=2[NH:1][C:27]1=[O:28])=[O:24]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 14156191[2-(2-Amino-5-trifluoromethylphenyl)-1-(4-methoxyphenyl)ethyl]propanedioic acid, dimethyl ester

生成物 1

HCID 201350951,3,4,5-Tetrahydro-3-(methoxycarbonyl)-4-(methoxyphenyl)-7-(trifluoromethyl)-2H-1-benzazepin-2-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

Under an argon atmosphere, a stirred solution of [2-(2-amino-5-trifluoromethylphenyl)-1-(4-methoxyphenyl)ethyl]propanedioic acid, dimethyl ester (20.0 g; 0.047 mol) in 200 ml of methanol was treated with 13.3 ml of 25% sodium methoxide in methanol and heated to reflux. After about 2.75 hours of heating, the mixture was cooled in ice water and 1N hydrochloric acid was added to precipitate the product. Stirring in an ice water bath, followed by filtering, washing with water and air-drying yielded 19.0 g of product. The product was suspended in 30 ml of isopropanol, allowed to stand for one hour, filtered and washed with isopropanol and hexane to yield 13.64 g of the title compound, melting point 161°-163° C.

後処理

  1. temperatureheated to reflux
  2. temperatureAfter about 2.75 hours of heating
  3. customto precipitate the product
  4. filtrationby filtering
  5. washwashing with water
  6. customair-drying

出典と根拠

ORDレコード
ord-80bd263374444c00baf3854d6360a708
出典データセット
uspto-grants-1988_06
特許番号
US04752645

関連ノート

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