Diketene → HCID 23004160, compound

HRID 382672Notes

Reaction equation

HRID 382672 reaction equation
[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.[OH:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>C1(C)C=CC=CC=1>[C:4]([O:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)(=[O:5])[CH2:3][C:2]([CH3:1])=[O:6]

Participants

4

Reactant 2

HCID 12661DiketeneHCID 66032Piperidine-1-propanol

Product 1

HCID 23004160HCID 23004160, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Diketene (1.48 mL, 19.2 mmol, 1.30 equiv) was added to a solution of 1-(3-hydroxypropyl)piperidine (2.12 g, 14.8 mmol, 1.00 equiv, Leonard, N. J.; Musker, W. K. J. Am. Chem. Soc. 1960, 82, 5148) in toluene (30 mL), and the mixture was stirred under argon for 72 hours at room temperature. Removal of solvent gave 3.52 g (100%) of light brown, viscous oil, which was characterized spectroscopically and used for the next reaction without purification.

Workup

  1. customRemoval of solvent
  2. customgave 3.52 g (100%) of light brown
  3. customused for the next reaction without purification

Sources & evidence

ORD record
ord-a30f13bc97484952b81f1cb9932ed2d0
Source dataset
uspto-grants-2001_10
Patent number
US06310076B1

Reaction notes

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