Tetrahydrofuran → (8-Methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methanol

HRID 1645526ノート

反応式

HRID 1645526 の反応式
C1COCC1.C([O:14][CH2:15][C:16]1([CH3:26])[O:25][CH2:24][C:19]2([O:23][CH2:22][CH2:21][O:20]2)[CH2:18][O:17]1)(=O)C1C=CC=CC=1.[OH-].[Na+]>CO>[CH3:26][C:16]1([CH2:15][OH:14])[O:17][CH2:18][C:19]2([O:20][CH2:21][CH2:22][O:23]2)[CH2:24][O:25]1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 59792389(8-Methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methyl benzoate

生成物 1

HCID 59792532(8-Methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methanol収率 90.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a THF (10 ml) and methanol (5 ml) solution of the (8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methyl benzoate (1.92 g, 6.52 mmol) obtained in the step (5b), a 1N aqueous sodium hydroxide solution (10 ml, 10 mmol) was added and stirred at room temperature for one hour. The reaction mixture was extracted with dichloromethane (50 ml) four times, dried over anhydrous sodium sulfate, and then, concentrated. The obtained crude product was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate=1/1-0/1 gradient) and desired fractions were concentrated to obtain the title compound (1.12 g, 90.0% yield) as a white solid.

後処理

  1. extractionThe reaction mixture was extracted with dichloromethane (50 ml) four times
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customThe obtained crude product
  5. customwas purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate=1/1-0/1 gradient)
  6. concentrationdesired fractions were concentrated

出典と根拠

ORDレコード
ord-f5fed74336364628846698e36a78636a
出典データセット
uspto-grants-2012_02
特許番号
US08124780B2

反応ノート

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