tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate → 1-(tert-Butoxycarbonyl)-3-[(4'-chlorobiphenyl-4-yl)methoxymethyl]piperidine

HRID 602180Notes

Reaction equation

HRID 602180 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][OH:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29]Cl)=[CH:25][CH:24]=2)=[CH:19][CH:18]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][O:15][CH2:29][C:26]2[CH:25]=[CH:24][C:23]([C:20]3[CH:21]=[CH:22][C:17]([Cl:16])=[CH:18][CH:19]=3)=[CH:28][CH:27]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 2763851tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylateHCID 127738464'-Chloro-4-chloromethylbiphenyl

Product 1

HCID 589926211-(tert-Butoxycarbonyl)-3-[(4'-chlorobiphenyl-4-yl)methoxymethyl]piperidineYield 86%

Procedure

Using 1-(tert-butoxycarbonyl)-piperidin-3-yl methanol (431 mg, 2.00 mmol) and 4′-chloro-4-chloromethylbiphenyl (474 mg, 2.00 mmol), the same procedure was followed as in Step 5a of Example 5 to give 711 mg (86%) of the desired compound as a colorless oil.

Sources & evidence

ORD record
ord-be36828f7a9a412b9eef08ed2005b58d
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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