Ethanol → 72954-97-3

HRID 1178320Notes

Reaction equation

HRID 1178320 reaction equation
C(OC([NH:8][CH:9]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=1)[C:10]([OH:12])=[O:11])=O)(C)(C)C.S(Cl)(Cl)=O.[CH2:25](O)[CH3:26]>>[ClH:19].[NH2:8][CH:9]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=1)[C:10]([O:12][CH2:25][CH3:26])=[O:11]

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 16244021HCID 16244021, compound

Product 1

HCID 6949597672954-97-3Yield 35%

Procedure

tert-Butoxycarbonylamino-(3,4-dichlorophenyl)-acetic acid (900 g) was dissolved in ethanol (4.5 L). Thionyl chloride (417 mL) was added to the resultant solution, followed by refluxing for one hour. The reaction mixture was left to cool to room temperature. The solvent was evaporated under reduced pressure. Ethyl acetate was added to the residue, followed by filtration and drying, to thereby give the title compound (286 g, 35%, 3 steps).

Workup

  1. temperatureby refluxing for one hour
  2. waitThe reaction mixture was left
  3. customThe solvent was evaporated under reduced pressure
  4. additionEthyl acetate was added to the residue
  5. filtrationfollowed by filtration
  6. customdrying

Sources & evidence

ORD record
ord-0ef173b8e83d43689c31417357d6da83
Source dataset
uspto-grants-2007_10
Patent number
US07276511B2

Reaction notes

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