tert-Butyl 4-oxopiperidine-1-carboxylate → tert-Butyl 4-hydroxy-4-(3-methoxyphenyl)piperidine-1-carboxylate

HRID 537227Notes

Reaction equation

HRID 537227 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([Mg]Br)[CH:20]=[CH:21][CH:22]=1>>[OH:1][C:2]1([C:21]2[CH:20]=[CH:19][CH:18]=[C:17]([O:16][CH3:15])[CH:22]=2)[CH2:3][CH2:4][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 178490745HCID 178490745, compound

Product 1

HCID 49760242tert-Butyl 4-hydroxy-4-(3-methoxyphenyl)piperidine-1-carboxylateYield 55%

Procedure

This compound was prepared from tert-Butyl 4-oxopiperidine-1-carboxylate and 3-methoxyphenylmagnesium bromide as described in Step 1 of Example 6 in 55% yield.

Sources & evidence

ORD record
ord-c21be25e33c04ffbad1b1426124cdd12
Source dataset
uspto-grants-2014_10
Patent number
US08859777B2

Reaction notes

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