2-Phenylglycine → (((Phenylmethoxy)carbonyl)amino)phenylacetic acid

HRID 1619511노트

반응식

HRID 1619511 반응식
[NH2:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].[OH-].[Na+].[C:14](Cl)(=[O:23])[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O>[CH2:16]([O:15][C:14]([NH:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4])=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 38662-PhenylglycineHCID 10387Benzyl chloroformateHCID 14798Sodium Hydroxide2회

생성물 1

HCID 98996(((Phenylmethoxy)carbonyl)amino)phenylacetic acid수율 91%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 2-amino-2-phenylacetic acid (500 mg, 3.31 mmol) in 2N sodium hydroxide (1.65 ml, 3.31 mmol) stirred at 0° C., benzyl carbonochloridate (512 μl, 3.64 mmol) and 2N sodium hydroxide (1.82 ml, 3.64 mmol) were simultaneously added dropwise from two different syringes. The reaction was stirred at RT for 45 minutes, and a precipitate appeared. Water was added, and the solution was extracted with Et2O. The aqueous phase was acidified with 1N HCl and the desired product was extracted again with Et2O. The combined organic phases were dried over Na2SO4, filtered and evaporated to obtain 2-(benzyloxycarbonylamino)-2-phenylacetic acid (855 mg; 91% yield).

후처리

  1. extractionthe solution was extracted with Et2O
  2. extractionthe desired product was extracted again with Et2O
  3. dry with materialThe combined organic phases were dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated

출처 및 근거

ORD 기록
ord-ff55198d6ddb4652b9bd34b0de97d88e
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772314B2

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