4-Toluenesulfonyl chloride → p-Toluenesulphonic acid (7-methoxy-1,2,3,4-tetrahydro-naphth-2-ylmethyl) ester

HRID 1762580ノート

反応式

HRID 1762580 の反応式
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH3:12][O:13][C:14]1[CH:23]=[C:22]2[C:17]([CH2:18][CH2:19][CH:20]([CH2:24][OH:25])[CH2:21]2)=[CH:16][CH:15]=1>N1C=CC=CC=1>[CH3:12][O:13][C:14]1[CH:23]=[C:22]2[C:17]([CH2:18][CH2:19][CH:20]([CH2:24][O:25][S:7]([C:4]3[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=3)(=[O:9])=[O:8])[CH2:21]2)=[CH:16][CH:15]=1

参加物

4

反応物 2

HCID 73974-Toluenesulfonyl chlorideHCID 10797825(7-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methanol

生成物 1

HCID 11210176p-Toluenesulphonic acid (7-methoxy-1,2,3,4-tetrahydro-naphth-2-ylmethyl) ester

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

20.96 g (110 mmol) of p-toluenesulphonic acid chloride are added at room temperature, while stirring, to a solution of 19.2 g (100 mmol) of 7-methoxy-1,2,3,4-tetrahydro-naphthalene-2-methanol in 80 ml of absolute pyridine, the slightly exothermic reaction being maintained at room temperature with an ice bath. The reaction mixture is stirred at room temperature for 1 hour to complete the reaction and is then diluted with ice-water and extracted with diethyl ether. The organic phase is washed while ice-cold with 2N hydrochloric acid and water, is dried over sodium sulphate, filtered and concentrated by evaporation under reduced pressure. The resulting oil is crystallised from diethyl ether/pentane to yield p-toluenesulphonic acid (7-methoxy-1,2,3,4-tetrahydro-naphth-2-ylmethyl) ester of m.p. 64°-66 °.

後処理

  1. customthe slightly exothermic reaction
  2. customthe reaction
  3. extractionextracted with diethyl ether
  4. washThe organic phase is washed while ice-cold with 2N hydrochloric acid and water
  5. dry with materialis dried over sodium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated by evaporation under reduced pressure
  8. customThe resulting oil is crystallised from diethyl ether/pentane

出典と根拠

ORDレコード
ord-be662b22142e48788f1767714c267279
出典データセット
uspto-grants-1989_05
特許番号
US04833169

反応ノート

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