Methanol → methyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride

HRID 236337

반응식

HRID 236337 반응식
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]([C:11]([OH:13])=[O:12])[NH:2]1.S(Cl)([Cl:16])=O.[CH3:18]O>>[ClH:16].[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C@@H:3]([C:11]([O:13][CH3:18])=[O:12])[NH:2]1

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 954891,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid

생성물 1

HCID 2760578methyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride

실험 절차

In succession 5 g of tetrahydroisoquinoline 3-carboxylic acid and 30 ml of methanol are introduced into a three-necked flask. 6 g of thionyl chloride are added to this suspension by pouring carefully, taking care that the temperature does not exceed 0, +5°. The addition takes approximately 10 minutes. After the addition is completed, stirring is continued for 2 hours at room temperature, and then the mixture is heated to reflux for 11/2 hours. Once the mixture has dissolved completely, heating is discontinued and the mixture is then evaporated to dryness. The residue is taken up three times in methanol and then evaporated to dryness. Finally, 8 g of colourless crystals are obtained and purified by trituration with ether. The crystals are separated off by filtration, washed with ether and dried. 6.4 g of methyl tetrahydroisoquinoline-3-carboxylate hydrochloride are thus obtained.

후처리

  1. additionby pouring carefully
  2. custom0, +5°
  3. additionThe addition
  4. additionAfter the addition
  5. waitis continued for 2 hours at room temperature
  6. temperaturethe mixture is heated
  7. temperatureto reflux for 11/2 hours
  8. dissolutionOnce the mixture has dissolved completely
  9. temperatureheating
  10. customthe mixture is then evaporated to dryness
  11. customevaporated to dryness

출처 및 근거

ORD 기록
ord-f6519eaa5551445a8f560472842abe6d
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04644008

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