3,4-Dihydroisoquinoline → HCID 23194666、化合物

HRID 1078976

反応式

HRID 1078976 の反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]=1.[C:11]1([CH3:29])[CH:16]=[CH:15][C:14]([S:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])(=[O:19])=[O:18])=[CH:13][CH:12]=1>CO>[C:11]1([CH3:29])[CH:12]=[CH:13][C:14]([S:17]([OH:20])(=[O:18])=[O:19])=[CH:15][CH:16]=1.[CH2:21]([N:2]1[CH2:3][CH2:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH2:1]1)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

参加物

4

反応物 2

HCID 767053,4-DihydroisoquinolineHCID 599296n-Octyl p-Toluenesulfonate

生成物 1

HCID 23194666HCID 23194666、化合物収率 7.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

3,4-Dihydroisoquinoline (1.31 g, 10.0 mmol) was dissolved in 3 ml MeOH in a 3-neck 25 ml round bottom flask fitted with a condenser, drying tube and stirrer bar, and cooled in an ice bath. n-Octyl p-toluenesulfonate (2.84g, 10.0 mmol)*, dissolved in 7.0 ml methanol, was added dropwise over about 7 minutes via an addition funnel. The ice bath was removed and replaced with an oil bath and the colorless clear solution heated to reflux for at least 8 hours during which time the reaction solution turned yellow. Removal of the methanol in vacuo gave slightly colored solid product which was triturated with about 7.5 ml acetone. The acetone insoluble solids were filtered, washed with more acetone and dried in a vacuum desiccator. Yield of colorless solids was 1.91 g. A second batch of solids was recovered from the acetone filtrate/washing and filtered, washed with acetone and dried to give 0.31 gm colorless solids.

後処理

  1. customfitted with a condenser
  2. customdrying tube and stirrer bar
  3. temperaturecooled in an ice bath
  4. additionwas added dropwise over about 7 minutes via an addition funnel
  5. customThe ice bath was removed
  6. customreplaced with an oil bath
  7. temperaturethe colorless clear solution heated
  8. temperatureto reflux for at least 8 hours during which time the reaction solution
  9. customRemoval of the methanol in vacuo
  10. customgave slightly colored solid product which
  11. customwas triturated with about 7.5 ml acetone
  12. filtrationThe acetone insoluble solids were filtered
  13. washwashed with more acetone
  14. customdried in a vacuum desiccator
  15. customA second batch of solids was recovered from the acetone filtrate/washing
  16. filtrationfiltered
  17. washwashed with acetone
  18. customdried

出典と根拠

ORDレコード
ord-7cf6bddd79694753879e7bb235170743
出典データセット
uspto-grants-1996_08
特許番号
US05550256

関連ノート

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