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

HRID 236337

反応式

HRID 236337 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f6519eaa5551445a8f560472842abe6d
出典データセット
uspto-grants-1987_02
特許番号
US04644008

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