Hydroxyamine hydrochloride → (+/-)-trans-2-Ethyl-6-hydroxyimino-4a-(3-methoxyphenyl)-1,2,3,4,4a,5,6,7,8, 8a-decahydroisoquinoline

HRID 2859

反応式

HRID 2859 の反応式
Cl.[CH2:2]([N:4]1[CH2:13][CH2:12][C@@:11]2([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=3)[C@@H:6]([CH2:7][CH2:8][C:9](=O)[CH2:10]2)[CH2:5]1)[CH3:3].Cl.[NH2:24][OH:25]>CO>[CH2:2]([N:4]1[CH2:13][CH2:12][C@@:11]2([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=3)[C@@H:6]([CH2:7][CH2:8][C:9](=[N:24][OH:25])[CH2:10]2)[CH2:5]1)[CH3:3]

参加物

4

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 86752325(+/-)-trans-2-Ethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride

生成物 1

HCID 86752324(+/-)-trans-2-Ethyl-6-hydroxyimino-4a-(3-methoxyphenyl)-1,2,3,4,4a,5,6,7,8, 8a-decahydroisoquinoline収率 96.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

0.5 g (1.54 mmol) of (±)-trans-2-ethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride, 0.456 g (6.56 mmol) of hydroxylamine hydrochloride and 0.64 g of KHCO3 in 10 ml of MeOH were refluxed for 45 min. The precipitate was filtered, the solvent was removed in vacuo and the residue taken up in H2O. The pH was adjusted to 8 with conc. NH4OH, the aqueous layer was extracted with CH2Cl2. The organic layer was dried, the solvent removed in vacuo, obtaining 0.45 g of the title compound which was used as such in the subsequent step.

後処理

  1. filtrationThe precipitate was filtered
  2. customthe solvent was removed in vacuo
  3. extractionthe aqueous layer was extracted with CH2Cl2
  4. customThe organic layer was dried
  5. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-4eac917dd565431a9f46b59b364b582d
出典データセット
uspto-grants-1998_03
特許番号
US05731322

関連ノート

読み込み中…