Chloroacetyl chloride → HCID 18475852, compound

HRID 2187867Notes

Reaction equation

HRID 2187867 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:4]=1[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([OH:13])[CH:8]=1.[Cl:20][CH2:21][C:22](Cl)=[O:23]>CCOC(C)=O>[Cl:20][CH2:21][C:22]([N:6]([CH2:5][C:4]1[CH:14]=[CH:15][C:16]([O:18][CH3:19])=[CH:17][C:3]=1[O:2][CH3:1])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([OH:13])[CH:8]=1)=[O:23]

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 18475877HCID 18475877, compound

Product 1

HCID 18475852HCID 18475852, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of the product from Step I (1 equiv) in 1:1 EtOAc-saturated NaHCO3 solution at 0° C. is added chloroacetyl chloride (3 equiv) dropwise. After completion, the layers a separated, and the organic solution is washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the titled product.

Workup

  1. washAfter completion, the layers a separated, and the organic solution is washed with water and brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c2be024c24e342b3867f1656c01b6dff
Source dataset
uspto-grants-2002_06
Patent number
US06410534B1

Reaction notes

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