Sodium Bicarbonate → HCID 19048272, compound

HRID 1449784Notes

Reaction equation

HRID 1449784 reaction equation
C([NH:4][C:5]1[C:14]([Cl:15])=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([O:16][CH:17]([C:19]#[C:20][CH3:21])[CH3:18])[CH:6]=1)(=O)C.C(=O)([O-])O.[Na+]>CO.S(=O)(=O)(O)O>[NH2:4][C:5]1[C:14]([Cl:15])=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([O:16][CH:17]([C:19]#[C:20][CH3:21])[CH3:18])[CH:6]=1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 19048293HCID 19048293, compound

Product 1

HCID 19048272HCID 19048272, compoundYield 105%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1118Sulfuric AcidSolvent

Procedure

To the suspension of methyl 4-acetoamido-5-chloro-2-{(3-pentyn-2-yl)oxy}benzoate (73.3 g) in methanol (700 ml), concentrated sulfuric acid (73 ml) was dropwisely added at 0° C. The temperature of the reaction mixture was raised to room temperature. After the reaction mixture was stirred over night at room temperature, the reaction mixture was poured into a saturated aqueous sodium hydrogencarbonate solution (5 l) gradually. Crystal thus precipitated was recovered by filtration, washed with water and dried to obtain 66.5 g of the title compound as colorless crystal.

Workup

  1. additionwas dropwisely added at 0° C
  2. customCrystal thus precipitated
  3. filtrationwas recovered by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-14795acebc45492da5d050024e3306c8
Source dataset
uspto-grants-1997_02
Patent number
US05599972

Reaction notes

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