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Water → (7-Methoxy-2,2-dimethyl-4-oxochroman-8-yl)acetaldehyde

HRID 494944
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HRID 494944 반응식
[OH:1][CH:2](CO)[CH2:3][C:4]1[C:5]([O:17][CH3:18])=[CH:6][CH:7]=[C:8]2[C:13]=1[O:12][C:11]([CH3:15])([CH3:14])[CH2:10][C:9]2=[O:16].O.I([O-])(=O)(=O)=O.[Na+]>O1CCCC1.CO.C(OCC)(=O)C>[CH3:18][O:17][C:5]1[C:4]([CH2:3][CH:2]=[O:1])=[C:13]2[C:8]([C:9](=[O:16])[CH2:10][C:11]([CH3:14])([CH3:15])[O:12]2)=[CH:7][CH:6]=1
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참가 물질

7

반응물 3

HCID 962WaterHCID 23667635Sodium periodateHCID 576828558-(2,3-Dihydroxypropyl)-7-methoxy-2,2-dimethyl-4-oxochroman

생성물 1

HCID 57682772(7-Methoxy-2,2-dimethyl-4-oxochroman-8-yl)acetaldehyde수율 107.6%

시약·촉매·용매 3

HCID 887Methanol용매HCID 8028
Tetrahydrofuran
용매
HCID 8857Ethyl Acetate용매

실험 절차

171 mg of 8-(2,3-dihydroxypropyl)-7-methoxy-2,2-dimethyl-4-oxochroman was dissolved in 4 ml of tetrahydrofuran and 4 ml of methanol. Thereafter, 8 ml of water containing 0.26 g of sodium metaperiodate was added to the reaction solution while cooling on ice, and the obtained mixture was then stirred at room temperature for 30 minutes. The reaction solution was diluted with ethyl acetate and then washed with a saturated sodium chloride aqueous solution. The organic layer was dried over magnesium sulfate and then concentrated under a reduced pressure, so as to obtain 163 mg of (7-methoxy-2,2-dimethyl-4-oxochroman-8-yl)acetaldehyde. This compound was used in the following reaction without further purification.

후처리

  1. temperaturewhile cooling on ice
  2. washwashed with a saturated sodium chloride aqueous solution
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated under a reduced pressure

출처 및 근거

ORD 기록
ord-108d9d96408c417a9a3dc5d69d082193
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07538123B2

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