Diketene → HCID 20459841, compound

HRID 544251Notes

Reaction equation

HRID 544251 reaction equation
[CH2:1]([N:9]1[CH2:14][CH2:13][CH:12]([OH:15])[CH2:11][CH2:10]1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:16]=[C:17]1[O:21][C:19](=[O:20])[CH2:18]1>>[CH2:1]([N:9]1[CH2:10][CH2:11][CH:12]([O:15][C:19](=[O:20])[CH2:18][C:17]([CH3:16])=[O:21])[CH2:13][CH2:14]1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 12661DiketeneHCID 770551-Phenethylpiperidin-4-ol

Product 1

HCID 20459841HCID 20459841, compoundYield 91.3%

Procedure

Similarly as in Reference Example 1, 5.40 g of 1-phenethyl-4-hydroxypiperidine and 2.65 g of diketene were reacted. The reaction mixture was concentrated, and then purified by silica gel column chromatography (eluent:chloroform:methanol=9:1 v/v), to obtain 6.95 g of acetoacetic acid-N-phenethyl-4-piperidinyl ester (yield: 91.3%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by silica gel column chromatography (eluent:chloroform:methanol=9:1 v/v)

Sources & evidence

ORD record
ord-18436aef51b748d4bca478f3a2841652
Source dataset
uspto-grants-1984_05
Patent number
US04448964

Reaction notes

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