4-(4-Fluorophenoxy)benzylchloride → 1-Trifluoroacetyl-3-[[4-(4-fluorophenoxy)phenyl]methoxymethyl]piperidine

HRID 602188Notes

Reaction equation

HRID 602188 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]([N:5]1[CH2:10][CH2:9][CH2:8][CH:7]([CH2:11][OH:12])[CH2:6]1)=[O:4].[F:15][C:16]1[CH:30]=[CH:29][C:19]([O:20][C:21]2[CH:28]=[CH:27][C:24]([CH2:25]Cl)=[CH:23][CH:22]=2)=[CH:18][CH:17]=1>>[F:14][C:2]([F:1])([F:13])[C:3]([N:5]1[CH2:10][CH2:9][CH2:8][CH:7]([CH2:11][O:12][CH2:25][C:24]2[CH:27]=[CH:28][C:21]([O:20][C:19]3[CH:29]=[CH:30][C:16]([F:15])=[CH:17][CH:18]=3)=[CH:22][CH:23]=2)[CH2:6]1)=[O:4]

Participants

3

Reactant 2

HCID 222931364-(4-Fluorophenoxy)benzylchlorideHCID 589926641-Trifluoroacetylpiperidin-3-yl methanol

Product 1

HCID 589926991-Trifluoroacetyl-3-[[4-(4-fluorophenoxy)phenyl]methoxymethyl]piperidineYield 13.4%

Procedure

Using 1-trifluoroacetylpiperidin-3-yl methanol (422 mg, 2.00 mmol) and 4-(4-fluorophenoxy)benzylchloride (473 mg, 2.00 mmol), the same procedure was followed as in Step 5a of Example 5 to give 110 mg (13%) of the desired compound as a colorless oil.

Sources & evidence

ORD record
ord-92336aba4f7f491e925d9dc9043b287a
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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