Water → HCID 20446163, compound

HRID 2418353Notes

Reaction equation

HRID 2418353 reaction equation
[Cl-].[NH4+].O.[N+:4]([C:7]1[C:12]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:21][C:22]([N:24]1[CH2:29][CH2:28][CH:27]([OH:30])[CH2:26][CH2:25]1)=[O:23])([O-])=O>C(O)C.[Fe]>[NH2:4][C:7]1[C:12]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:21][C:22]([N:24]1[CH2:25][CH2:26][CH:27]([OH:30])[CH2:28][CH2:29]1)=[O:23]

Participants

6

Reactant 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 20446282HCID 20446282, compound

Product 1

HCID 20446163HCID 20446163, compoundYield 100.7%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent2×

Procedure

A mixture of iron powder (2.7 g.), ammonium chloride (0.3 g.), ethanol (20 ml.) and water (10 ml.) and a solution of 1-[2-{2-nitro-3-(2-fluorophenoxy)phenyl}acetyl]-4-hydroxypiperidine (2.7 g.) in ethanol (5 ml.) were treated in a similar manner to that of Example 1-(1) to give oily 1-[2-{2-amino-3-(2-fluorophenoxy)phenyl}acetyl]-4-hydroxypiperidine (2.5 g.). Thus obtained compound was dissolved in ethanol containing hydrochloric acid and evaporated under reduced pressure. The residue was crystallized with a mixture of ethanol and ethyl acetate to give white needles of the captioned compound (2 g.). mp 160° to 161° C.

Sources & evidence

ORD record
ord-13e13e07947847768f18445563bc7ef4
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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