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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
ノート
印刷プレビュー

反応式

HRID 1588143 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

10

反応物 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

生成物 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

試薬・触媒・溶媒 5

HCID 241Benzene溶媒HCID 887Methanol溶媒HCID 3776Isopropanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 22597222Tetrahydrofuran 2-propanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b5534655b5094a698ea01a21826e03f4
出典データセット
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05220042

反応ノート

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