4-Methylmorpholine → HCID 19825679, compound

HRID 2249156Notes

Reaction equation

HRID 2249156 reaction equation
[O:1]=[C:2]([CH3:9])[CH2:3][CH2:4][CH2:5][C:6]([OH:8])=O.[CH3:10]N1CCOCC1.Cl[C:18]([O:20][CH2:21][CH:22]([CH3:24])C)=[O:19]>ClCCl>[CH3:10][CH:21]([O:20][C:18]([O:8][CH2:6][CH2:5][CH2:4][CH2:3][C:2](=[O:1])[CH3:9])=[O:19])[CH2:22][CH3:24]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 184074-Acetylbutyric acidHCID 62365Isobutyl chloroformate

Product 1

HCID 19825679HCID 19825679, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

11.7 g (0.09 mole) of 5-ketohexanoic acid was dissolved in 100 ml of dichloromethane and cooled in an ice bath. 20.0 g (0.2 mole) of N-methylmorpholine was added to the reaction mixture which was stirred under nitrogen. 16.4 g (0.12 mole) of isobutyl chloroformate was dissolved in 25 ml of dichloromethane and slowly added to the reaction over 10 minutes. The reaction mixture continued to be stirred at 0° C., under nitrogen for one hour. The reaction mixture was evaporated in vacuo to an oily solid and used in subsequent reactions.

Workup

  1. temperaturecooled in an ice bath
  2. additionslowly added to the reaction over 10 minutes
  3. stirringto be stirred at 0° C., under nitrogen for one hour
  4. customThe reaction mixture was evaporated in vacuo to an oily solid and used in subsequent reactions

Sources & evidence

ORD record
ord-8449ec7e0cfa4470a1fb73355e0a7e05
Source dataset
uspto-grants-1991_08
Patent number
US05043340

Reaction notes

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