4-Methylmorpholine → HCID 57476907, compound

HRID 2368440Notes

Reaction equation

HRID 2368440 reaction equation
[NH2:1][C:2]([CH3:8])([CH3:7])[C:3]([O:5][CH3:6])=[O:4].CN1CCOCC1.Cl[C:17]([O:19][C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=1)=[O:18]>C(Cl)Cl>[CH3:7][C:2]([NH:1][C:17]([O:19][C:20]1[CH:21]=[CH:22][C:23]([N+:26]([O-:28])=[O:27])=[CH:24][CH:25]=1)=[O:18])([CH3:8])[C:3]([O:5][CH3:6])=[O:4]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 821294-Nitrophenyl chloroformateHCID 4186341Methyl 2-amino-2-methylpropanoate

Product 1

HCID 57476907HCID 57476907, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of Methyl 2-amino-2-methylpropanoate (5 g, 32 mmol) and N-Methyl morpholine (11 mL, 98 mmol) in DCM (30 mL) was added in one portion 4-nitrophenyl chloroformate (9.8 g, 49 mmol). Diluted reaction with DCM (50 mL) washed with 1N HCl (2×20 mL) and sat. NaHCO3 (2×20 mL), dried organic fraction over magnesium sulfate, filtered and evaporated volatiles in vacuo.

Workup

  1. additionDiluted
  2. washwashed with 1N HCl (2×20 mL) and sat. NaHCO3 (2×20 mL), dried organic fraction over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated volatiles in vacuo

Sources & evidence

ORD record
ord-c2902a82dae542ceafd4da0b2352c137
Source dataset
uspto-grants-2014_04
Patent number
US08703761B2

Reaction notes

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