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

HRID 2165158노트

반응식

HRID 2165158 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-6ed8d34030984aa5aca4d36f36fd4b74
출처 데이터셋
uspto-grants-1990_07
특허 번호
US04939160

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