Dichloromethane → HCID 54076724, compound

HRID 1374984Notes

Reaction equation

HRID 1374984 reaction equation
C(=O)([O-])[O-].[K+].[K+].Cl.[CH3:8][O:9][C:10](=[O:23])[C@@H:11]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[C:16]([O:21][CH3:22])[CH:15]=1)[NH2:12].ClCCl.[Cl:27][CH2:28][C:29](Cl)=[O:30]>O>[CH3:8][O:9][C:10](=[O:23])[C@H:11]([NH:12][C:29](=[O:30])[CH2:28][Cl:27])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[C:16]([O:21][CH3:22])[CH:15]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 69331780HCID 69331780, compound

Product 1

HCID 54076724HCID 54076724, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Potassium carbonate (1.70 g) was added by small portions with ice-cooling to a mixture of 3-methoxy-4-methyl-D-phenylalanine methyl ester hydrochloride (1.60 g) in mixed solvents of dichloromethane (7 ml) and water (9 ml). Chloroacetyl chloride (0.66 ml) was added to the mixture below 5° C. over 15 minutes and then the whole was stirred for 30 minutes. The organic layer was separated, washed with brine, dried over magnesium sulfate and evaporated under reduced pressure to give an oil of (2R)-2-[N-(chloroacetyl)-amino]-3-(3-methoxy-4-methylphenyl)propionic acid methyl ester.

Workup

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-22a3d7cf732e4ca78dc7aa962554ab17
Source dataset
uspto-grants-2007_01
Patent number
US07166598B2

Reaction notes

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