5-(3-Methyloctan-2-yl)benzene-1,3-diol → 1,2-Dihydro-2,2-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4-oxo-4H-thieno-[2,3-c][1] benzopyran

HRID 268119

反応式

HRID 268119 の反応式
[CH3:1][CH:2]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:3]([C:5]1[CH:6]=[C:7]([OH:12])[CH:8]=[C:9]([CH:11]=1)[OH:10])[CH3:4].[CH3:18][C:19]1([CH3:30])[S:23][CH:22]([C:24](OCC)=[O:25])[C:21](=O)[CH2:20]1>C(O)C>[CH3:18][C:19]1([CH3:30])[S:23][C:22]2[C:24](=[O:25])[O:10][C:9]3[CH:11]=[C:5]([CH:3]([CH:2]([CH3:1])[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH3:4])[CH:6]=[C:7]([OH:12])[C:8]=3[C:21]=2[CH2:20]1

参加物

4

反応物 2

HCID 2581765-(3-Methyloctan-2-yl)benzene-1,3-diolHCID 12716257Ethyl 5,5-dimethyl-3-oxothiolane-2-carboxylate

生成物 1

HCID 215200041,2-Dihydro-2,2-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4-oxo-4H-thieno-[2,3-c][1] benzopyran

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To 100 ml. of ethanol was added 6.2 g. of 5-(3-methyl-2-octyl)resorcinol and 6.2 g. of ethyl 5,5-dimethyl-3-oxotetrahydrothiophene-2-carboxylate. The mixture was cooled in ice and hydrogen chloride was bubbled in for one-half hour. The mixture was stoppered and held at room temperature for 3 days. It was then concentrated and ether added, extracted with water and then washed with dilute aqueous sodium bicarbonate solution. The etheral solution was dried over magnesium sulfate and concentrated. The product was crystallized from acetonitrile to give 5.0 g., m.p. 155°-163°C.

後処理

  1. temperatureThe mixture was cooled in ice
  2. customhydrogen chloride was bubbled in for one-half hour
  3. concentrationIt was then concentrated
  4. additionether added
  5. extractionextracted with water
  6. washwashed with dilute aqueous sodium bicarbonate solution
  7. dry with materialThe etheral solution was dried over magnesium sulfate
  8. concentrationconcentrated
  9. customThe product was crystallized from acetonitrile
  10. customto give 5.0 g

出典と根拠

ORDレコード
ord-098fcb95100841839e3f9fed4f971686
出典データセット
uspto-grants-1976_03
特許番号
US03946111

関連ノート

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