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

HRID 259831
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HRID 259831 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aee399b8691b4224bae3fcaed736f6fb
출처 데이터셋
uspto-grants-1996_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05523410

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