Water → Tropenol 9-hydroxyfluorene-9-carboxylate

HRID 33414노트

반응식

HRID 33414 반응식
[OH:1][C:2]1([C:15]([O:17]C)=[O:16])[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[C@@:19]12([OH:28])[N:26]([CH3:27])[C@@H:23]([CH2:24][CH2:25]1)[CH2:22][CH:21]=[CH:20]2.[Na].O>C(#N)C>[C@@:19]12([OH:28])[N:26]([CH3:27])[C@@H:23]([CH2:24][CH2:25]1)[CH2:22][CH:21]=[CH:20]2.[OH:1][C:2]1([C:15]([O-:17])=[O:16])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=2[C:9]2[C:14]1=[CH:13][CH:12]=[CH:11][CH:10]=2

참가 물질

6

반응물 4

HCID 962WaterHCID 267210Methyl 9-hydroxy-9H-fluorene-9-carboxylateHCID 5360545Sodium2회HCID 53629842Tropenol

생성물 1

HCID 86593872Tropenol 9-hydroxyfluorene-9-carboxylate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

13.4 g (0.056 mol) of methyl ester 3a, 11.65 g (0.084 mol) of tropenol, and 0.3 g of sodium are heated as a melt at 75 mbar for 4 hours over a bath of boiling water with occasional agitation. After cooling, the sodium residues are dissolved with acetonitrile, the solution is evaporated to dryness, and the residue is extracted with dichloromethane/water. The organic phase is washed with water, dried over magnesium sulfate (MgSO4), and the solvent is distilled off. The product is purified by recrystallization from diethyl ether. Yield: 11.40 g of white crystals (29% of theoretical yield).

후처리

  1. temperatureAfter cooling
  2. customthe solution is evaporated to dryness
  3. extractionthe residue is extracted with dichloromethane/water
  4. washThe organic phase is washed with water
  5. dry with materialdried over magnesium sulfate (MgSO4)
  6. distillationthe solvent is distilled off
  7. customThe product is purified by recrystallization from diethyl ether

출처 및 근거

ORD 기록
ord-b304d4c32fef404f97a5da0ed3d58746
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429600B2

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