Acetyl chloride → HCID 68750450, compound

HRID 578072Notes

Reaction equation

HRID 578072 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[NH2:5][C:6]1[CH:7]=[CH:8][C:9]([O:16][CH:17]([F:19])[F:18])=[C:10]([CH:15]=1)[C:11]([O:13][CH3:14])=[O:12]>C1COCC1>[C:1]([NH:5][C:6]1[CH:7]=[CH:8][C:9]([O:16][CH:17]([F:18])[F:19])=[C:10]([CH:15]=1)[C:11]([O:13][CH3:14])=[O:12])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 58854336632626-84-7

Product 1

HCID 68750450HCID 68750450, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Acetylchloride (1.8 mL, 25.3 mmol) in 25 mL THF was added to a mixture of methyl 5-amino-2-difluoromethoxy-benzoate (5.40 g, 24.9 mmol) with TEA (4.5 mL, 32.4 mmol) in 50 mL THF and the resulting mixture stirred for 15 min at ambient temperature. The mixture was filtered and the filtrate concentrated i. vac. The residue was mixed with acetonitrile and water, concentrated i. vac. and the solid filtered off. It was washed with water and dried at 40° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated i
  3. additionThe residue was mixed with acetonitrile and water
  4. concentrationconcentrated i
  5. filtrationand the solid filtered off
  6. washIt was washed with water
  7. customdried at 40° C.

Sources & evidence

ORD record
ord-81c13605128a4902bf26b9d78d10fd41
Source dataset
uspto-grants-2015_05
Patent number
US09040565B2

Reaction notes

Loading…