Water → Tropenol 9-hydroxyfluorene-9-carboxylate

HRID 33414

反応式

HRID 33414 の反応式
[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

参加物

6

反応物 4

HCID 962WaterHCID 267210Methyl 9-hydroxy-9H-fluorene-9-carboxylateHCID 5360545Sodium2 回HCID 53629842Tropenol

生成物 1

HCID 86593872Tropenol 9-hydroxyfluorene-9-carboxylate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b304d4c32fef404f97a5da0ed3d58746
出典データセット
uspto-grants-2008_09
特許番号
US07429600B2

関連ノート

読み込み中…