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Hydroxyamine hydrochloride → HCID 178450938, 화합물

HRID 2192492
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HRID 2192492 반응식
Cl.[NH2:2][OH:3].[C:4]([C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][N:10]=[C:11]2[CH2:16][CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])#[N:5].C(=O)(O)[O-].[Na+]>C(O)C>[OH:3][NH:2][C:4](=[NH:5])[C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][N:10]=[C:11]2[CH2:16][CH2:17][C:18]([O:20][C:21]([CH3:23])([CH3:22])[CH3:24])=[O:19]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 581499281,1-Dimethylethyl 3-(5-cyano-1-isoquinolinyl)propanoate

생성물 1

HCID 178450938HCID 178450938, 화합물수율 71.7%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
60 °C

실험 절차

Hydroxylamine hydrochloride (24.51 g, 353 mmol) was added to a mixture of 1,1-dimethylethyl 3-(5-cyano-1-isoquinolinyl)propanoate (D35; 24.9 g, 88 mmol) and sodium bicarbonate (44.5 g, 529 mmol) in ethanol (200 ml) and the mixture heated at 60° C. for 5 h. The cooled mixture was filtered and the filtrate concentrated in vacuo. The residue was partitioned between water (100 ml) and ethyl acetate (3×100 ml) and the combined organic extracts washed with brine (100 ml) and dried (MgSO4). The solvent was evaporated to give a pale yellow solid which was triturated under ether (100 ml) and filtered to give the title compound as a colourless solid (19.91 g)

후처리

  1. filtrationThe cooled mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo
  3. customThe residue was partitioned between water (100 ml) and ethyl acetate (3×100 ml)
  4. washthe combined organic extracts washed with brine (100 ml)
  5. dry with materialdried (MgSO4)
  6. customThe solvent was evaporated
  7. customto give a pale yellow solid which
  8. customwas triturated under ether (100 ml)
  9. filtrationfiltered

출처 및 근거

ORD 기록
ord-5bece9bef0984411a9818a307c8a822f
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08329730B2

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