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Oxalic Acid → HCID 69734306, 화합물

HRID 1760575
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HRID 1760575 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:9]=[CH:10][C:11]2[C:12]([CH3:24])=[C:13]3[C:21](=O)[NH:20][CH2:19][C@@H:18]([CH3:23])[N:14]3[C:15]=2[C:16]=1[CH3:17].[C:25]([OH:30])(=[O:29])[C:26]([OH:28])=[O:27]>C(O)C>[C:25]([OH:30])(=[O:29])[C:26]([OH:28])=[O:27].[Cl:7][C:8]1[CH:9]=[CH:10][C:11]2[C:12]([CH3:24])=[C:13]3[CH2:21][NH:20][CH2:19][C@@H:18]([CH3:23])[N:14]3[C:15]=2[C:16]=1[CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 971Oxalic AcidHCID 21226445Aluminium lithium hydrideHCID 68891280HCID 68891280, 화합물

생성물 1

HCID 69734306HCID 69734306, 화합물수율 45.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Lithium aluminium hydride (64 mg, 1.67 mmol) was added in portions to a solution of (R)-7-chloro-4,6,10-trimethyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (200 mg, 0.76 mmol) and the resulting suspension was heated to reflux for 5 h. After cooling the reaction was quenched by careful addition of 1 M aqueous sodium potassium tartrate solution (20 mL). Then ether (20 mL) was added; the organic layer was separated, washed with brine, dried (Na2SO4), and evaporated. The residue was dissolved in ether (3 mL) and treated with a solution of oxalic acid (200 mg, 2.22 mmol) in ethanol (1 mL). The precipitate was collected by filtration and dried to yield the title compound (116 mg, 45%). Off-white solid. ISP-MS: m/e=249.2 ([M+H−C2H2O4]+). Anal. calc. for C16H19ClN2O4 (338.79): C 56.72; H 5.65; N 8.27; found: C 56.64; H 5.41; N 8.22.

후처리

  1. temperaturethe resulting suspension was heated
  2. temperatureto reflux for 5 h
  3. temperatureAfter cooling the reaction
  4. customwas quenched by careful addition of 1 M aqueous sodium potassium tartrate solution (20 mL)
  5. additionThen ether (20 mL) was added
  6. customthe organic layer was separated
  7. washwashed with brine
  8. dry with materialdried (Na2SO4)
  9. customevaporated
  10. dissolutionThe residue was dissolved in ether (3 mL)
  11. filtrationThe precipitate was collected by filtration
  12. customdried

출처 및 근거

ORD 기록
ord-fc6bb89fda8c46c2830e021b9a5eea69
출처 데이터셋
uspto-grants-2005_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06844345B2

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