p-Toluenesulfonic acid monohydrate → 1-Benzyl-4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridine

HRID 431261노트

반응식

HRID 431261 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)(O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>ClC1C=CC=CC=1>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=2)=[CH:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 100395771-Benzyl-4-(4-fluorophenyl)piperidin-4-ol

생성물 1

HCID 100615101-Benzyl-4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridine

시약·촉매·용매 1

HCID 7964Chlorobenzene용매2회

실험 절차

After weighing 80 g (0.28 mol) of 1-benzyl-4-(4-fluorophenyl)-4-hydroxypiperidine and 69.0 g (0.364 mol) of p-toluenesulfonic acid monohydrate to 400 ml of chlorobenzene under stirring, the reaction mixture is boiled under reflux for 3 hours while distilling out water introduced as crystal water and the water formed in the reaction. After termination of the reaction, 100 ml of chlorobenzene are additionally distilled out under atmospheric pressure. After cooling the mixture obtained to 0° C., the precipitated title product is filtered, twice washed with 10 ml of cold acetone each and dried on the air to give a yield of 90.5 g (73%), m.p.: 180-182° C.

후처리

  1. temperatureunder reflux for 3 hours
  2. distillationwhile distilling out water
  3. additionintroduced as crystal water
  4. customthe water formed in the reaction
  5. distillationare additionally distilled out under atmospheric pressure
  6. temperatureAfter cooling the mixture
  7. customobtained to 0° C.
  8. customthe precipitated title product
  9. filtrationis filtered
  10. washtwice washed with 10 ml of cold acetone each and
  11. customdried on the air
  12. customto give a yield of 90.5 g (73%), m.p.: 180-182° C.

출처 및 근거

ORD 기록
ord-5468f00972be45758935635a62ca056d
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06657062B1

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