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Dimethyl Sulfate → 4-(2',5'-Dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-2-butenol

HRID 1789598
ノート
印刷プレビュー

反応式

HRID 1789598 の反応式
[OH:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[C:5](O)=[C:4]([CH3:11])[C:3]=1[CH2:12][CH:13]=[C:14]([CH3:17])CO.[OH-].[Na+].[C:20](=[O:23])([O-])[O-].[K+].[K+].S([O:31][CH3:32])(OC)(=O)=O.[Br-].[C:34]([NH3+])(C)(C)C>O.C(Cl)Cl>[CH3:34][O:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[C:5]([O:31][CH3:32])=[C:4]([CH3:11])[C:3]=1[CH2:12][CH:13]=[C:14]([CH3:17])[CH2:20][OH:23]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 21584498Tert-butyl ammonium bromideHCID 543878904-(2',5'-Dihydroxy-3',4',6'-trimethylphenyl)-2-methyl-2-butenol

生成物 1

HCID 542146164-(2',5'-Dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-2-butenol
収率 372.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒

反応条件

温度
30 °C

実験手順

A mixture of 3.0 g of 4-(2',5'-dihydroxy-3',4',6'-trimethylphenyl)-2-methyl-2-butenol, 40 ml of methylene chloride, 6 ml of water, 5.6 g of sodium hydroxide, 0.6 g of potassium carbonate, 1.6 g of dimethyl sulphate and 0.25 g of tert.butylammonium bromide is stirred well at 30° C. under argon for 3 hours and thereafter poured into water. The aqueous mixture is extracted with diethyl ether, and the ether phase is washed in sequence with sodium bicarbonate solution and sodium chloride solution, dried over anhydrous sodium sulphate and evaporated to dryness. From the residue (3.7 g) there are obtained by column chromatography (silica gel, diethyl ether/n-hexane) 1.6 g of 4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-2-butenol in the form of white crystals, m.p. 87°-88° C.

後処理

  1. extractionThe aqueous mixture is extracted with diethyl ether
  2. washthe ether phase is washed in sequence with sodium bicarbonate solution and sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulphate
  4. customevaporated to dryness

出典と根拠

ORDレコード
ord-6ee95f6e6ecf4cd4a00b3665941096fd
出典データセット
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04689427

反応ノート

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