Diketene → 3-(4,4-Diphenylpiperid-1-yl)-propyl acetoacetate

HRID 247430Notes

Reaction equation

HRID 247430 reaction equation
[C:1]1([C:7]2([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][OH:16])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:23]=[C:24]1[O:28][C:26](=[O:27])[CH2:25]1>C1(C)C=CC=CC=1.CC(C)=O>[C:26]([O:16][CH2:15][CH2:14][CH2:13][N:10]1[CH2:9][CH2:8][C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:12][CH2:11]1)(=[O:27])[CH2:25][C:24]([CH3:23])=[O:28]

Participants

5

Reactant 2

HCID 12661DiketeneHCID 104022594,4-Diphenyl-1-piperidinepropanol

Product 1

HCID 99770173-(4,4-Diphenylpiperid-1-yl)-propyl acetoacetate

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 1140TolueneSolvent

Procedure

23.6 g of 3-(4,4-diphenylpiperid-1-yl)-propanol are dissolved in 100 ml of absolute toluene, and 16 ml of a 50% strength solution of diketene in acetone are added, with stirring. After the mixture has been left to stand at room temperature for several days (control by thin layer chromatography), it is concentrated, and the residue is dried under a high vacuum. The pale yellow viscous oil which remains is employed for the next stage without further purification.

Workup

  1. waitAfter the mixture has been left
  2. waitto stand at room temperature for several days
  3. concentration(control by thin layer chromatography), it is concentrated
  4. customthe residue is dried under a high vacuum
  5. customThe pale yellow viscous oil which remains is employed for the next stage without further purification

Sources & evidence

ORD record
ord-a83a903b585d418887f4f73d579065e0
Source dataset
uspto-grants-1987_11
Patent number
US04707486

Reaction notes

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