Hydrochloric Acid → 1-(3-Hydroxypropyl)piperazin-2-one

HRID 1785141노트

반응식

HRID 1785141 반응식
[Si]([O:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][C:13]1=[O:25])(C(C)(C)C)(C)C.Cl>O1CCOCC1>[OH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][C:13]1=[O:25]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68881505HCID 68881505, 화합물

생성물 1

HCID 450885731-(3-Hydroxypropyl)piperazin-2-one수율 57.4%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

Tert-butyl 4-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-3-oxopiperazine-1-carboxylate (2.90 g, 7.8 mmol) in 1,4-dioxane (10 ml) was treated at room temperature with a 4N solution of HCl in 1,4-dioxane (15 ml) and the resulting solution stirred 4 hr then evaporated. The residue was taken up in a 10% methanol in dichloromethane solution (30 ml) and basified with a 7N solution of ammonia in methanol then filtered and the filtrate evaporated. The residue was purified by column chromatography on silica using increasing concentrations of methanolic ammonia in dichloromethane as eluent to give 1-(3-hydroxypropyl)piperazin-2-one (708 mg, 57%) as a colourless oil; NMR Soectrum:(CDCl3) 1.77 (quintet, 2H), 2.72 (s(br), 2H), 3.09 (t, 2H), 3.32 (t, 2H), 3.55 (m, 6H).

후처리

  1. customthen evaporated
  2. filtrationthen filtered
  3. customthe filtrate evaporated
  4. customThe residue was purified by column chromatography on silica using
  5. temperatureincreasing concentrations of methanolic ammonia in dichloromethane as eluent

출처 및 근거

ORD 기록
ord-e1c1357707e24276ad6d34ac35b6ba18
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07504408B2

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