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2,3-Dihydrofuran → 1,3-O-di-(t-butyldimethylsilyl)-2-O-tetrahydrofuranylglycerol

HRID 376414
ノート
印刷プレビュー

反応式

HRID 376414 の反応式
[Si:1]([O:8][CH2:9][CH:10]([CH2:12][O:13][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15])[OH:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.[O:38]1[CH:42]=[CH:41][CH2:40][CH2:39]1>O1CCOCC1>[Si:1]([O:8][CH2:9][CH:10]([CH2:12][O:13][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:15])[CH3:16])[O:11][CH:39]1[CH2:40][CH2:41][CH2:42][O:38]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 709342,3-DihydrofuranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 107580914,8-Dioxa-3,9-disilaundecan-6-ol, 2,2,3,3,9,9,10,10-octamethyl-

生成物 1

HCID 193612641,3-O-di-(t-butyldimethylsilyl)-2-O-tetrahydrofuranylglycerol収率 100%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

In dioxane was dissolved 3.45 g (11 mmol) of 1,3-O-di-(t-butyldimethylsilyl)glycerol followed by addition of 3.03 g (12 mmol) of pyridinium p-toluenesulfonate. To this suspension was added 16.5 ml (22 mmol) of dihydrofuran gradually under ice-cooling and the mixture was stirred for 1 hour. After return to ambient temperature, the mixture was allowed to react overnight. After completion of the reaction, the solvent was distilled off and the residue was treated with methylene chloride and saturated aqueous sodium hydrogen carbonate solution. The methylene chloride layer was washed with water, dried, and concentrated to provide 4.25 g (100%) of 1,3-O-di-(t-butyldimethylsilyl)-2-O-tetrahydrofuranylglycerol.

後処理

  1. temperaturecooling
  2. customto ambient temperature
  3. customto react overnight
  4. customAfter completion of the reaction
  5. distillationthe solvent was distilled off
  6. additionthe residue was treated with methylene chloride and saturated aqueous sodium hydrogen carbonate solution
  7. washThe methylene chloride layer was washed with water
  8. customdried
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-452df22ba2ee4de9a642527daadbff43
出典データセット
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06020317

反応ノート

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