Oxalate → HCID 178521553, compound

HRID 657675Notes

Reaction equation

HRID 657675 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:23]=[CH:22][C:11]([O:12][CH2:13][CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.O[C@H]1CC[C@H](C2C=CC(OCCCN3CCC[C@H](C)C3)=CC=2)CC1.C([O-])(=O)C([O-])=O>>[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]2[CH:23]=[CH:22][C:11]([O:12][CH2:13][CH2:14][CH2:15][N:16]3[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 71081OxalateHCID 23150285HCID 23150285, compoundHCID 178461428HCID 178461428, compound

Product 1

HCID 178521553HCID 178521553, compoundYield 38%

Procedure

Reduction of 1-{3-[-4-(4-oxocyclohexyl)phenoxy]propyl}piperidine (1.57 g) as described for (3S)-1-{3-[trans-4-(4-hydroxycyclohexyl)phenoxy]propyl}-3-methyl-piperidine gives 600 mg of 1-{3-[trans-4-(4-hydroxycyclohexyl)phenoxy]-propyl}piperidine, oxalate as a white powder melting at 182° C.

Sources & evidence

ORD record
ord-23c9ac35c11748ee98a71a3549df1772
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

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