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Sodium Sulfite → 8-(2,3-Dihydroxypropyl)-7-methoxy-2,2-dimethyl-4-oxochroman

HRID 494943
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HRID 494943 반응식
[CH2:1]([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])[CH:2]=[CH2:3].CC[C@@H]1[C@@H]2C[C@H]([C@@H](OC3C4C(=CC=CC=4)C(O[C@@H](C4C=CN=C5C=4C=C(OC)C=C5)[C@@H]4N5C[C@H](CC)[C@@H](CC5)C4)=NN=3)C3C=CN=C4C=3C=C([O:40]C)C=C4)N(CC2)C1.S([O-])([O-])=O.[Na+].[Na+].C(O)(C)(C)C.[OH2:88]>C(OCC)(=O)C>[OH:88][CH:2]([CH2:3][OH:40])[CH2:1][C:4]1[C:5]([O:17][CH3:18])=[CH:6][CH:7]=[C:8]2[C:13]=1[O:12][C:11]([CH3:14])([CH3:15])[CH2:10][C:9]2=[O:16]
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참가 물질

6

반응물 4

HCID 24437Sodium SulfiteHCID 112172021,4-Bis(dihydroquinidine)phthalazineHCID 576828728-Allyl-7-methoxy-2,2-dimethyl-4-oxochromanHCID 714019492-Methylpropan-2-ol--water (1/1)

생성물 1

HCID 576828558-(2,3-Dihydroxypropyl)-7-methoxy-2,2-dimethyl-4-oxochroman

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

실험 절차

150 mg of 8-allyl-7-methoxy-2,2-dimethyl-4-oxochroman was dissolved in 16 ml of t-butanol-water (1:1). Thereafter, 0.85 g of AD-mix-β was added to the reaction solution, and the obtained mixture was then stirred at room temperature overnight. Thereafter, 0.91 g of sodium sulfite was added to the reaction solution while cooling on ice, and the obtained mixture was stirred at room temperature for 1 hour. 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 reduced pressure, so as to obtain 171 mg of 8-(2,3-dihydroxypropyl)-7-methoxy-2,2-dimethyl-4-oxochroman. This compound was used in the following reaction without further purification.

후처리

  1. temperaturewhile cooling on ice
  2. stirringthe obtained mixture was stirred at room temperature for 1 hour
  3. washwashed with a saturated sodium chloride aqueous solution
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4274f36a3eaa4d1484de3457ccef6306
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07538123B2

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