1-(1-Benzylpiperidin-4-yl)ethanone → 1-(1-Benzylpiperidin-4-yl)-4-(4-t-butoxyphenyl)butane-1,3-dione

HRID 1068249Notes

Reaction equation

HRID 1068249 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([O:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29](OC)=[O:30])=[CH:24][CH:23]=1)([CH3:20])([CH3:19])[CH3:18]>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:16])[CH2:15][C:29](=[O:30])[CH2:28][C:25]2[CH:26]=[CH:27][C:22]([O:21][C:17]([CH3:19])([CH3:18])[CH3:20])=[CH:23][CH:24]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 9109231-(1-Benzylpiperidin-4-yl)ethanoneHCID 13112161Methyl 2-(4-tert-butoxyphenyl)acetate

Product 1

HCID 211931401-(1-Benzylpiperidin-4-yl)-4-(4-t-butoxyphenyl)butane-1,3-dioneYield 87%

Procedure

The title compound was prepared using a procedure similar to that described in Example 13 Step C from 1-benzyl-4-acetylpiperidine and methyl 4-t-butoxyphenylacetate in 87% yield. 1H NMR (500 MHz) δ 7.30˜7.35 (m, 4H), 7.24˜7.29 (m, 1H), 7.12˜7.15 (m, 2H), 6.95˜6.97 (m, 2H), 3.57 (s, 2H), 3.50 (s, 2H), 2.91˜2.95 (m, 2H), 2.15 (tt, 3.9 & 11.8 Hz, 1H), 1.95˜2.01 (m, 2H), 1.75˜1.80 (m, 2H), 1.63˜1.72 (m, 2H), 1.36 (s, 9H).

Sources & evidence

ORD record
ord-a901d99990204c78bd3e44b1295bbd98
Source dataset
uspto-grants-2001_06
Patent number
US06248755B1

Reaction notes

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