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Benzaldehyde → Tert-butyl N-benzylidenealaninate

HRID 1957024
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HRID 1957024 반응식
Cl.[C:2]([O:6][C:7](=[O:11])[C@H:8]([CH3:10])[NH2:9])([CH3:5])([CH3:4])[CH3:3].C(N(CC)CC)C.S([O-])([O-])(=O)=O.[Mg+2].[CH:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(Cl)Cl.O.[Cl-].[Na+].O>[C:2]([O:6][C:7](=[O:11])[C@H:8]([CH3:10])[N:9]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([CH3:5])([CH3:4])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 240BenzaldehydeHCID 8471TriethylamineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 11275390tert-Butyl alaninate hydrochloride

생성물 1

HCID 13433755Tert-butyl N-benzylidenealaninate

시약·촉매·용매 3

HCID 962Water용매
HCID 6344
Dichloromethane
용매
HCID 57417360Sodium chloride; water용매

실험 절차

To a stirred solution of L-alanine t-butyl ester hydrochloride (1.03 g, 5.69 mmol), triethylamine (0.792 ml, 5.69 mmol) and magnesium sulfate (463 mg) in methylene chloride (11 ml) is added benzaldehyde (0.549 ml, 5.40 mmol) at room temperature under nitrogen atmosphere. The reaction mixture is stirred at room temperature for 17 hours, then diluted with water (10 ml), and brine, successively, and dried over magnesium sulfate and concentrated in vacuo to give N-(phenylmethylene)alanine t-butyl ester as a colorless oil.

후처리

  1. dry with materialsuccessively, and dried over magnesium sulfate
  2. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4412b51422a04e1e8db101f9c54fd94a
출처 데이터셋
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05780498

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