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Sodium Hydroxide → 2(S)-(N,N-dibenzylamino)-3-cyclohexylpropionic acid

HRID 259831
ノート
印刷プレビュー

反応式

HRID 259831 の反応式
[CH2:1]([N:8]([C@@H:16]([CH2:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1)[C:17]([O:19]C)=[O:18])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[CH2:1]([N:8]([C@@H:16]([CH2:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1)[C:17]([OH:19])=[O:18])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 22861690methyl 2(S)-(N,N-dibenzylamino)-3-cyclohexylpropionate

生成物 1

HCID 156220192(S)-(N,N-dibenzylamino)-3-cyclohexylpropionic acid収率 99.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl 2(S)-(N,N-dibenzylamino)-3-cyclohexylpropionate (200 g) was dissolved in methanol (1 l), and thereto was added an aqueous solution of sodium hydroxide (sodium hydroxide 32.8 g, water 200 ml), followed by refluxing for 6 hours. After the completion of the reaction, the reaction mixture was concentrated, and ethyl acetate (1 l) was added to the residue for dissolution, after which water (400 ml) was added for partition. The organic layer was separated, washed with an aqueous solution of 10% citric acid (400 ml) and saturated brine (400 ml), and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give 191.1 g of 2(S)-(N,N-dibenzylamino)-3-cyclohexylpropionic acid.

後処理

  1. temperatureby refluxing for 6 hours
  2. customAfter the completion of the reaction
  3. concentrationthe reaction mixture was concentrated
  4. additionethyl acetate (1 l) was added to the residue for dissolution
  5. additionafter which water (400 ml) was added
  6. customfor partition
  7. customThe organic layer was separated
  8. washwashed with an aqueous solution of 10% citric acid (400 ml) and saturated brine (400 ml)
  9. dry with materialdried over magnesium sulfate
  10. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-aee399b8691b4224bae3fcaed736f6fb
出典データセット
uspto-grants-1996_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05523410

反応ノート

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