Acetone → 1,2:3,4:5,6-Tris-O-(1-methylethylidene)hexitol

HRID 1462591ノート

反応式

HRID 1462591 の反応式
[CH2:1]([OH:12])[C@H:2]([C@H:4]([C@@H:6]([C@@H:8]([CH2:10][OH:11])[OH:9])[OH:7])[OH:5])[OH:3].[CH3:13][C:14]([CH3:16])=O>>[CH3:13][C:14]1([CH3:16])[O:9][CH:8]([CH:6]2[O:7][C:2]([CH3:4])([CH3:1])[O:5][CH:4]2[CH:2]2[O:3][C:8]([CH3:10])([CH3:6])[O:12][CH2:1]2)[CH2:10][O:11]1

参加物

3

反応物 2

HCID 180AcetoneHCID 6251Mannitol

生成物 1

HCID 3165221,2:3,4:5,6-Tris-O-(1-methylethylidene)hexitol収率 96.4%

反応条件

温度
58 °C

実験手順

To 250 ml of acetone were added 10.0 g of D-mannitol and 125 mg of anhydrous cupric chloride, and the mixture was stirred for 8 hours under reflux in a warm-water bath at 58° C. The refluxing solvent was continuously dried with 20 g of molecular sieves 3A which was placed between the reaction vessel and the cooling tube. After the conclusion of the reaction, the acetone was distilled off under reduced pressure, and the residue was dissolved in chloroform. The chloroform solution was washed with aqueous sodium hydrogencarbonate and water, and dried over anhydrous magnesium sulfate. When the chloroform was distilled under reduced pressure, there was obtained 16.0 g (96.4%) of 1,2:3,4:5,6-tri-O-isopropylidene-D-mannitol (purity of not less than 92%). The compound, when recrystallized from 70% ethanol, showed a melting point of 68.5° to 70.5° C.

後処理

  1. temperatureunder reflux in
  2. dry with materialThe refluxing solvent was continuously dried with 20 g of molecular sieves 3A which
  3. customAfter the conclusion of the reaction
  4. distillationthe acetone was distilled off under reduced pressure
  5. dissolutionthe residue was dissolved in chloroform
  6. washThe chloroform solution was washed with aqueous sodium hydrogencarbonate and water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationWhen the chloroform was distilled under reduced pressure

出典と根拠

ORDレコード
ord-20fa67b0a83847c486c948771b5536f1
出典データセット
uspto-grants-1984_07
特許番号
US04460767

反応ノート

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