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

HRID 494939
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HRID 494939 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 93.4%

시약·촉매·용매 3

HCID 887Methanol용매HCID 8028
Tetrahydrofuran
용매
HCID 8857Ethyl Acetate용매

실험 절차

145 mg of 8-(2,3-dihydroxypropyl)-7-methoxy-2,2-dimethyl-4-oxochroman was dissolved in 3 ml of tetrahydrofuran and 4 ml of methanol. Thereafter, 7 ml of water containing 0.22 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 filtered. The organic layer was then concentrated under a reduced pressure, so as to obtain 120 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. filtrationfiltered
  5. concentrationThe organic layer was then concentrated under a reduced pressure

출처 및 근거

ORD 기록
ord-bbd3cc20e26a469f8b1f4fb4cad835d6
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07538123B2

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