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1,4-Dioxane → Tert-butyl 3-amino-3-cyclopropyl-butanoate

HRID 1480292
ノート
印刷プレビュー

反応式

HRID 1480292 の反応式
C(S([NH:7][C:8]([CH:18]1[CH2:20][CH2:19]1)([CH3:17])[CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=O)(C)(C)C.O1CCOCC1>Cl.C(OCC)(=O)C>[NH2:7][C:8]([CH:18]1[CH2:19][CH2:20]1)([CH3:17])[CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:14])[CH3:15])=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 312751,4-DioxaneHCID 90203664Tert-butyl 3-(tert-butylsulfinylamino)-3-cyclopropyl-butanoate

生成物 1

HCID 90203892Tert-butyl 3-amino-3-cyclopropyl-butanoate収率 85.2%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 8857Ethyl Acetate溶媒

実験手順

tert-butyl 3-(tert-butylsulfinylamino)-3-cyclopropyl-butanoate (example 229a, 1.93 g, 6.36 mmol) was dissolved in a 4M solution of hydrochloric acid in dioxane (4.77 ml, 19.1 mmol) and the reaction mixture was stirred at room temperature for 30 minutes. The reaction was then diluted with ethyl acetate and poured into a separatory funnel. The organic phase was extracted with a 2M aqueous solution of sodium carbonate. The organic phase was dried over sodium sulfate and evaporated down to dryness to yield the title compound (1.08 g, 85%) as a crude oil which was used without any purification. MS (ESI, m/z): 200.3 (M+H+).

後処理

  1. additionpoured into a separatory funnel
  2. extractionThe organic phase was extracted with a 2M aqueous solution of sodium carbonate
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. customevaporated down to dryness

出典と根拠

ORDレコード
ord-f720ff10c27149b08bdea3c9ae4fd4e9
出典データセット
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09409866B2

反応ノート

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