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

HRID 2369818ノート

反応式

HRID 2369818 の反応式
[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]

参加物

6

反応物 2

HCID 312751,4-DioxaneHCID 86762376HCID 86762376、化合物

生成物 1

HCID 10953837(1S)-2-azido-1-phenylethanamine収率 85%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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)]

後処理

  1. filtrationThe precipitate was filtered
  2. washwashed with ether

出典と根拠

ORDレコード
ord-6028b2eaf91d40dd93fb9a8472577295
出典データセット
uspto-grants-2014_04
特許番号
US08710044B2

反応ノート

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