Water → HCID 12159128, compound

HRID 1604850Notes

Reaction equation

HRID 1604850 reaction equation
[NH2:1][CH:2]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:3]=[CH2:4].[C:12](=[O:15])([O-])[O-].[Na+].[Na+].[OH2:18]>O1CCCC1>[C:12]1(=[O:15])[N:1]([CH:2]([CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:3]=[CH2:4])[C:5](=[O:18])[C:6]2=[CH:11][CH:10]=[CH:9][CH:8]=[C:7]12

Participants

5

Reactant 3

HCID 962WaterHCID 10340Sodium CarbonateHCID 19973227HCID 19973227, compound

Product 1

HCID 12159128HCID 12159128, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(RS)-3-Amino-4-phenyl-1-butene (1.2 g, 8.0 mmol) was dissolved in tetrahydrofuran (20 ml). To the solution, a solution of N-carbethoxyphthalimido (2.2 g, 10.0 mmol) in water (20 ml) and anhydrous sodium carbonate (1.06 g, 10.0 mmol) was added and stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure to remove tetrahydrofuran, followed by extraction with ethyl acetate.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto remove tetrahydrofuran
  3. extractionfollowed by extraction with ethyl acetate

Sources & evidence

ORD record
ord-84b18969ba4841f696fe28bd0e947046
Source dataset
uspto-grants-1999_11
Patent number
US05994558

Reaction notes

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