Sodium Hydroxide → HCID 15117290, compound

HRID 1029655Notes

Reaction equation

HRID 1029655 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][C@H:2]1[C:7]([O:9][CH2:10][CH3:11])=[O:8].Cl[C:13]([O:15][CH2:16][CH:17]=[CH2:18])=[O:14].[OH-].[Na+]>O1CCCC1.O>[CH2:16]([O:15][C:13]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][C@H:2]1[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:14])[CH:17]=[CH2:18]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 18052Allyl chloroformateHCID 15117289HCID 15117289, compound

Product 1

HCID 15117290HCID 15117290, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of ethyl (3S)-morpholine-3-carboxylate (3.80 g) in a mixture of tetrahydrofuran (40 ml) and water (40 ml) was added a solution of allyl chloroformate (3.36 ml), in tetrahydrofuran (3 ml) under ice-cooling with stirring, keeping the pH between 8.5 and 9.5 with 4N aqueous sodium hydroxide. After stirring for 30 minutes, the mixture was extracted with ethyl acetate (100 ml), dried over magnesium sulfate, and evaporated to give ethyl (3S)-4-allyloxycarbonylmorpholine-3-carboxylate (5.83 g) as a syrup.

Workup

  1. stirringAfter stirring for 30 minutes
  2. extractionthe mixture was extracted with ethyl acetate (100 ml)
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-da5fa362932a41ef8cbe5bf45314ffb6
Source dataset
uspto-grants-1992_04
Patent number
US05102877

Reaction notes

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