Ethanol → HCID 19784351, compound

HRID 257093Notes

Reaction equation

HRID 257093 reaction equation
[F:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([O:23]C)=[O:22])=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)[CH3:8])=[CH:4][CH:3]=1.C(O)C>[OH-].[Na+]>[C:21]([C:18]1[CH:17]=[CH:16][C:15]([N:12]2[CH2:13][CH2:14][CH:9]([N:7]([CH2:6][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:26][CH:25]=3)[CH3:8])[CH2:10][CH2:11]2)=[CH:20][CH:19]=1)([OH:23])=[O:22]

Participants

4

Reactant 2

HCID 702EthanolHCID 19784347HCID 19784347, compound

Product 1

HCID 19784351HCID 19784351, compoundYield 75.1%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

2.5 g (7 mmol) of the product from Example 27 in 140 ml of 1M sodium hydroxide solution/ethanol (1:1) were refluxed for 5 hours. The mixture was then worked up in a similar manner to Example 16. 1.8 g of 1-(4-carboxyphenyl)-4-(N-(4-fluorobenzyl)-N-methylamino)piperidine were obtained. Melting point: 256°-258° C.

Sources & evidence

ORD record
ord-497a9a659fbc44f1b2f615939b100695
Source dataset
uspto-grants-1993_11
Patent number
US05260318

Reaction notes

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