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

HRID 2859

반응식

HRID 2859 반응식
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]

참가 물질

4

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4eac917dd565431a9f46b59b364b582d
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731322

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