Catechol → 2,3-Dihydro-2,2-dimethyl-7-benzofuranol

HRID 482804

反応式

HRID 482804 の反応式
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].Cl[CH2:10][C:11]([CH3:13])=[CH2:12].[OH-].[Na+].COS([O:21][CH3:22])(=O)=O>O>[CH3:10][C:11]1([CH3:13])[CH2:12][C:8]2[CH:7]=[CH:6][CH:5]=[C:3]([OH:4])[C:1]=2[O:2]1.[CH3:12][C:11]1([CH3:13])[CH2:10][C:8]2[CH:7]=[CH:6][CH:5]=[C:3]([O:21][CH3:22])[C:1]=2[O:2]1

参加物

7

反応物 4

HCID 289CatecholHCID 6497Dimethyl SulfateHCID 112413-Chloro-2-methyl-1-propeneHCID 14798Sodium Hydroxide

生成物 2

HCID 152782,3-Dihydro-2,2-dimethyl-7-benzofuranolHCID 135313777-Methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

The starting material 2,3-dihydro-2,2-dimethyl-7-benzofuranol is prepared from catechol and 3-chloro-2-methylpropene as described by Neth. No. 6,500,340. The material (16.4 g) is added to 125 ml of water and contacted with 8 ml of 50% NaOH. After stirring one-half hour, 16.4 g of dimethylsulfate is added and the resulting suspension is stirred and heated at 60° for 2 hours. The resulting mixture is extracted with methylene chloride. The organic phase is dried over sodium sulfate and the solvent is evaporated under reduced pressure. The residual oil is distilled to afford 2,3-dihydro-2,2-dimethyl-7-methoxybenzofuran.

後処理

  1. stirringthe resulting suspension is stirred
  2. temperatureheated at 60° for 2 hours
  3. extractionThe resulting mixture is extracted with methylene chloride
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. customthe solvent is evaporated under reduced pressure
  6. distillationThe residual oil is distilled

出典と根拠

ORDレコード
ord-cde4ca8fb730469395b1c40d09defc1a
出典データセット
uspto-grants-1986_03
特許番号
US04576632

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