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

HRID 1480292
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반응식

HRID 1480292 반응식
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]
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참가 물질

5

반응물 2

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

생성물 1

HCID 90203892Tert-butyl 3-amino-3-cyclopropyl-butanoate수율 85.2%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 8857Ethyl Acetate용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-f720ff10c27149b08bdea3c9ae4fd4e9
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09409866B2

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