Methyl L-phenylalaninate hydrochloride → Rac-methyl-n-(diphenylmethylene)phenylalaninate

HRID 1841649ノート

反応式

HRID 1841649 の反応式
Cl.[CH3:2][O:3][C:4](=[O:14])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6].[C:15](=N)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl>[CH3:2][O:3][C:4](=[O:14])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[N:6]=[C:15]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

4

反応物 2

HCID 75736Methyl L-phenylalaninate hydrochlorideHCID 136809Benzophenone imine

生成物 1

HCID 11142452Rac-methyl-n-(diphenylmethylene)phenylalaninate収率 99.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

L-phenylalanine methyl ester hydrochloride (5.95 g) and benzophenonimine (5.00 g) were added to methylene chloride (100 ml), and the mixture was stirred overnight at room temperature. The solid was filtered off from the reaction solution, and the solvent was distilled off under reduced pressure. Then, diethyl ether (100 ml) was added to the residue. The solid was filtered off again, and the ether layer was then washed with water (100 ml), and dried over anhydrous magnesium sulfate. After magnesium sulfate was removed, the ether solution was concentrated to obtain desired N-(diphenylmethylene)-L-phenylalanine methyl ester (9.44 g) in a yield of 99.6%.

後処理

  1. filtrationThe solid was filtered off from the reaction solution
  2. distillationthe solvent was distilled off under reduced pressure
  3. additionThen, diethyl ether (100 ml) was added to the residue
  4. filtrationThe solid was filtered off again
  5. washthe ether layer was then washed with water (100 ml)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customAfter magnesium sulfate was removed
  8. concentrationthe ether solution was concentrated

出典と根拠

ORDレコード
ord-bab90e4420874a4f9f0a5a5a8fdb5658
出典データセット
uspto-grants-2004_01
特許番号
US06683214B2

反応ノート

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