Ethyl Acetate → HCID 44276728, compound

HRID 2210693Notes

Reaction equation

HRID 2210693 reaction equation
Cl.[F:2][C:3]([F:29])([F:28])[C:4]1[CH:5]=[C:6]([CH2:14][O:15][C@H:16]2[CH2:21][CH2:20][CH2:19][NH:18][C@H:17]2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1.[C:30](OCC)(=O)C.C([O-])([O-])=O.[Na+].[Na+]>CO>[F:12][C:10]([F:13])([F:11])[C:8]1[CH:7]=[C:6]([CH2:14][O:15][C@H:16]2[CH2:21][CH2:20][CH2:19][N:18]([CH3:30])[C@H:17]2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:5]=[C:4]([C:3]([F:28])([F:2])[F:29])[CH:9]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 11957600HCID 11957600, compound

Product 1

HCID 44276728HCID 44276728, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared from (+)-cis-3-((3,5 -bis(trifluoromethyl)phenyl)methyloxy )-2-phenylpiperidine hydrochloride (Example 5) by isolation of the free base (by extraction into ethyl acetate from 10% Na2CO3 solution) and alkylation using a procedure analogous to that described in Example 3, m.p.=40°-42° C.: [α]26D =+149° (c=0.56, MeOH); Found: C, 59.97; H, 4.95; N, 3.36. C21H21NOF6.0.1(H2O) requires C, 60.17; H, 5.10; N, 3.34%.

Sources & evidence

ORD record
ord-36f25d81644f4ebe89e759288eaae932
Source dataset
uspto-grants-1995_10
Patent number
US05459270

Reaction notes

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