Diketene → acetoacetic acid-(N-benzyl-3-piperidinylmethyl) ester

HRID 544258Notes

Reaction equation

HRID 544258 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][OH:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16]=[C:17]1[O:21][C:19](=[O:20])[CH2:18]1>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][O:15][C:19](=[O:20])[CH2:18][C:17]([CH3:16])=[O:21])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 12661DiketeneHCID 10398044(1-Benzylpiperidin-3-yl)methanol

Product 1

HCID 54025251acetoacetic acid-(N-benzyl-3-piperidinylmethyl) esterYield 82.7%

Procedure

In this reference example, 15.01 g of 1-benzyl-3-piperidine methanol and 6.76 g of diketene were reacted similarly as in Reference Example 1, and the reaction product was purified by silica gel column chromatography (eluent:n-hexane:ethyl acetate=1:1 v/v), to obtain 17.50 g of acetoacetic acid-(N-benzyl-3-piperidinylmethyl) ester (yield: 82.5%).

Workup

  1. customthe reaction product was purified by silica gel column chromatography (eluent:n-hexane:ethyl acetate=1:1 v/v)

Sources & evidence

ORD record
ord-d2e2489f285c4e58aa0693860bce2fe7
Source dataset
uspto-grants-1984_05
Patent number
US04448964

Reaction notes

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