1,4-Dioxane → (1S)-2-azido-1-phenylethanamine

HRID 2369818노트

반응식

HRID 2369818 반응식
[N:1]([CH2:4][C@@H:5]([NH:12]C(=O)OC(C)(C)C)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[N+:2]=[N-:3].O1CCOCC1>C1COCC1.Cl.CCOCC>[N:1]([CH2:4][C@@H:5]([NH2:12])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[N+:2]=[N-:3]

참가 물질

6

반응물 2

HCID 312751,4-DioxaneHCID 86762376HCID 86762376, 화합물

생성물 1

HCID 10953837(1S)-2-azido-1-phenylethanamine수율 85%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of tert-butyl [(1S)-2-azido-1-phenylethyl]carbamate (210 mg, 0.8 mmol, 1.0 eq.) in THF (2 ml), 4.0M hydrogen chloride in dioxane (2.0 ml, 8.0 mmol, 10.0 eq.) was added. The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with ether. The precipitate was filtered and washed with ether to yield (S)-2-Azido-1-phenyl-ethylamine 40 as a white solid in 85% yield. LC-MS [163 (M+1)]

후처리

  1. filtrationThe precipitate was filtered
  2. washwashed with ether

출처 및 근거

ORD 기록
ord-6028b2eaf91d40dd93fb9a8472577295
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08710044B2

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