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Hydrochloric Acid → 1-(2,5-Dimethoxy-6-butyl-1,4-benzoquinone-3-yl)-5-[2,5-dimethoxy-6-(2-hydroxyethyl)-1,4-benzoquinon-3-yl]pentane

HRID 1588143
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HRID 1588143 반응식
[CH3:1][O:2][C:3]1[C:8]([O:9]COC)=[C:7]([CH2:13][CH2:14][CH2:15][CH3:16])[C:6]([O:17][CH3:18])=[C:5]([O:19]COC)[C:4]=1[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]1[C:33]([O:34]COC)=[C:32]([O:38][CH3:39])[C:31]([CH2:40][CH2:41][O:42]COC)=[C:30]([O:46]COC)[C:29]=1[O:50][CH3:51].Cl.C(=O)([O-])O.[Na+].O=O>O1CCCC1.C(O)(C)C.CO.C1C=CC=CC=1.O1CCCC1.C(O)(C)C>[CH3:1][O:2][C:3]1[C:8](=[O:9])[C:7]([CH2:13][CH2:14][CH2:15][CH3:16])=[C:6]([O:17][CH3:18])[C:5](=[O:19])[C:4]=1[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]1[C:33](=[O:34])[C:32]([O:38][CH3:39])=[C:31]([CH2:40][CH2:41][OH:42])[C:30](=[O:46])[C:29]=1[O:50][CH3:51]
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참가 물질

10

반응물 4

HCID 313Hydrochloric AcidHCID 977OxygenHCID 516892Sodium BicarbonateHCID 197572401-[2,5-Dimethoxy-4-butyl-3,6-bis(methoxymethoxy)phenyl]-5-[2,5-dimethoxy-3,6-bis(methoxymethoxy)-4-(2-methoxymethyloxyethyl)phenyl]pentane

생성물 1

HCID 197571941-(2,5-Dimethoxy-6-butyl-1,4-benzoquinone-3-yl)-5-[2,5-dimethoxy-6-(2-hydroxyethyl)-1,4-benzoquinon-3-yl]pentane

시약·촉매·용매 5

HCID 241Benzene용매HCID 887Methanol용매HCID 3776Isopropanol용매HCID 8028Tetrahydrofuran용매HCID 22597222Tetrahydrofuran 2-propanol용매

실험 절차

520 Milligrams of 1-[2,5-dimethoxy-4-butyl-3,6-bis(methoxymethoxy)phenyl]-5-[2,5-dimethoxy-3,6-bis(methoxymethoxy)-4-(2-methoxymethyloxyethyl)phenyl]pentane was dissolved in 5 ml of tetrahydrofuran with 5 ml of isopropanol, to this solution was added 1 milliliter of tetrahydrofuran-isopropanol (1:1) solution of 20%-hydrogen chloride, and the whole mixture was stirred at room temperature for 12 hours. After concentrated the reaction mixture, the residue obtained was treated by an azeotrotic distillation with benzene, then dissolved in 8 ml of methanol, further a small amount of sodium hydrogen carbonate was added thereto, and oxygen gas was blown into the solution for 2 hours. This solution was concentrated, and 50 ml of dichloromethane was added to the residue and the solution was washed with water and with a saturated sodium chloride aqueous solution, and concentrated. Then this product was purified by means column chromatography (diameter 2 cm×length 10 cm, adsorbent: "Silica gel 60" manufacture by E. Merck A. G., developing solvent: 30% ethyl acetate-n-hexane) to obtain 231 mg of 1-(2,5-dimethoxy-6-butyl-1,4-benzoquinone-3-yl)-5-[2,5-dimethoxy-6-(2-hydroxyethyl)-1,4-benzoquinon- 3-yl]pentane. Amorphous powdery substance.

후처리

  1. concentrationAfter concentrated the reaction mixture
  2. customthe residue obtained
  3. concentrationThis solution was concentrated
  4. addition50 ml of dichloromethane was added to the residue
  5. washthe solution was washed with water and with a saturated sodium chloride aqueous solution
  6. concentrationconcentrated
  7. customThen this product was purified by means column chromatography (diameter 2 cm×length 10 cm, adsorbent

출처 및 근거

ORD 기록
ord-b5534655b5094a698ea01a21826e03f4
출처 데이터셋
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05220042

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