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Potassium bisulfate → HCID 88414407, 화합물

HRID 1963087
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HRID 1963087 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[N:20]3[N:21]=[CH:22][C:23]([C:25](=[O:30])N(OC)C)=[CH:24][C:19]3=[C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:17]=2[CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([F:44])[C:39]=2[CH3:45])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].C(O[Al](OC(C)(C)C)OC(C)(C)C)(C)(C)C.[Li+].S([O-])(O)(=O)=O.[K+]>C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]([C:16]2[N:20]3[N:21]=[CH:22][C:23]([CH:25]=[O:30])=[CH:24][C:19]3=[C:18]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)[C:17]=2[CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([F:44])[C:39]=2[CH3:45])=[O:15])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 516920Potassium bisulfateHCID 16710494Lithium tri-tert-butoxyaluminohydrideHCID 88414359HCID 88414359, 화합물

생성물 1

HCID 88414407HCID 88414407, 화합물수율 40.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
2.5 °C

실험 절차

To a solution of the compound of step 1 (0.990 g, 1.61 mmol) in 11 ml of anhydrous THF, cooled to 0° C. under an atmosphere of nitrogen, was added a 1 M solution of lithium tri-tert-butoxy-aluminium hydride in THF. The mixture was stirred at 0-5° C. for 3.5 h. Then a 0.5 M aqueous solution of potassium hydrogensulfate (20 ml) was added, the mixture was vigorously stirred for 1 min and then extracted twice with EA (30 ml). The combined organic phases were washed with a saturated solution of sodium hydrogencarbonate (20 ml) and brine (40 ml), dried over magnesium sulfate and evaporated to dryness. The residue was purified by chromatography on silica gel (cyclohexane/EA, 70:30, then 65:35) to give 0.363 g of the title compound as a yellow solid melting at 208-209° C.

후처리

  1. stirringthe mixture was vigorously stirred for 1 min
  2. extractionextracted twice with EA (30 ml)
  3. washThe combined organic phases were washed with a saturated solution of sodium hydrogencarbonate (20 ml) and brine (40 ml)
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness
  6. customThe residue was purified by chromatography on silica gel (cyclohexane/EA, 70:30

출처 및 근거

ORD 기록
ord-e8daa694b31449dfa071731370f81afd
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415336B2

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