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

HRID 31587노트

반응식

HRID 31587 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1838b8e973424ec6be874e2b75b82e37
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425634B2

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