Dichloromethane → HCID 178472019, compound

HRID 1608355Notes

Reaction equation

HRID 1608355 reaction equation
C(O[CH:4]=[C:5]([C:11](=[O:22])[C:12]1[CH:17]=[C:16]([F:18])[C:15]([F:19])=[C:14]([F:20])[C:13]=1[F:21])[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.C(Cl)Cl.Cl.[NH2:27][CH2:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31].C([O-])(O)=O.[Na+]>O>[CH2:33]([O:32][C:30]([CH2:29][CH2:28][NH:27][CH:4]=[C:5]([C:11](=[O:22])[C:12]1[CH:17]=[C:16]([F:18])[C:15]([F:19])=[C:14]([F:20])[C:13]=1[F:21])[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:31])[CH3:34]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 458475beta-Alanine, ethyl ester, hydrochlorideHCID 516892Sodium BicarbonateHCID 54346083Ethyl 3-ethoxy-2-(2,3,4,5-tetrafluorobenzoyl)acrylate

Product 1

HCID 178472019HCID 178472019, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

6.4 g of ethyl 3-ethoxy-2-(2,3,4,5-tetrafluoro-benzoyl)acrylate are initially introduced into 30 ml of methylene chloride. A solution of 3.1 g of ethyl 3-amino-propionate hydrochloride in 12 ml of water is added to this. A solution of 1.7 g of NaHCO3 in 20 ml of water is added dropwise to the two-phase mixture with vigorous stirring. After the dropwise addition is complete, the mixture is stirred for a further 3 hours. The phases are then separated, and the organic phase is washed with water and dried over Na2SO4. After concentration, 7.8 g of the title compound remain. Melting point: 96°-97° C.

Workup

  1. additionAfter the dropwise addition
  2. customThe phases are then separated
  3. washthe organic phase is washed with water
  4. dry with materialdried over Na2SO4
  5. concentrationAfter concentration, 7.8 g of the title compound

Sources & evidence

ORD record
ord-9338e109b5e84b3187d6814c852dba9d
Source dataset
uspto-grants-1989_09
Patent number
US04870182

Reaction notes

Loading…