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(+/-)-trans-1,2,3,4,4a,5,6,7,8,8a-Decahydro-2-ethyI-4a-(3-methoxyphenyl)-6-phenyl-6-isoquinolinol → (+/-)-trans-2-Ethyl-4a-(3-methoxyphenyl)-6-phenyl-1,2,3,4,4a,5,8,8a-octahydroisoquinoline

HRID 1739784
Notes
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Reaction equation

HRID 1739784 reaction equation
[CH2:1]([N:3]1[CH2:12][CH2:11][C@@:10]2([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=3)[C@@H:5]([CH2:6][CH2:7][C:8]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)(O)[CH2:9]2)[CH2:4]1)[CH3:2]>Cl>[CH2:1]([N:3]1[CH2:12][CH2:11][C@@:10]2([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=3)[C@@H:5]([CH2:6][CH:7]=[C:8]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:9]2)[CH2:4]1)[CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 86754625(+/-)-trans-1,2,3,4,4a,5,6,7,8,8a-Decahydro-2-ethyI-4a-(3-methoxyphenyl)-6-phenyl-6-isoquinolinol

Product 1

HCID 86754626(+/-)-trans-2-Ethyl-4a-(3-methoxyphenyl)-6-phenyl-1,2,3,4,4a,5,8,8a-octahydroisoquinolineYield 102.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The reaction was conducted as described in Example 2, using 0.79 g (2.16 mmol) of (±)-trans-1,2,3,4,4a,5,6,7,8,8a-decahydro-2-ethyl-4a-(3-methoxyphenyl)-6-phenyl-6-isoquinolinol and 30 ml of 37% HCl, yielding 0.77 g of the title compound. C24H29NO

Sources & evidence

ORD record
ord-def5c94420f247549ce2cf072e28b58f
Source dataset
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05968949

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes