Chloroacetyl chloride → HCID 18535994, compound

HRID 412127Notes

Reaction equation

HRID 412127 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:16]=1[NH2:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:23][CH2:24][C:25](Cl)=[O:26]>CCOC(C)=O.C([O-])(O)=O.[Na+]>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:16]=1[NH:17][C:25](=[O:26])[CH2:24][Cl:23])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 18535988HCID 18535988, compound

Product 1

HCID 18535994HCID 18535994, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolvent2×HCID 516892Sodium BicarbonateSolvent

Procedure

To a solution of the product from Step B (6.200 g, 19.07 mmol) in 100 mL of EtOAc and 100 mL of saturated NaHCO3 solution at 0° C. was added chloroacetyl chloride (2.28 mL, 28.6 mmol). After one hour, the solution was poured into EtOAc, washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The titled product was obtained as a brown solid.

Workup

  1. washwashed with water and brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b466ca4a9bec489589c6bf8a8b95e58a
Source dataset
uspto-grants-2003_05
Patent number
US06562823B1

Reaction notes

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