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

HRID 1785141ノート

反応式

HRID 1785141 の反応式
[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]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 68881505HCID 68881505、化合物

生成物 1

HCID 450885731-(3-Hydroxypropyl)piperazin-2-one収率 57.4%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e1c1357707e24276ad6d34ac35b6ba18
出典データセット
uspto-grants-2009_03
特許番号
US07504408B2

反応ノート

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