Hydrochloric Acid → HCID 15258855, compound

HRID 1901458Notes

Reaction equation

HRID 1901458 reaction equation
[NH2:1][C:2]1[C:11]([Cl:12])=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[C:4]([O:13][CH:14]([C:16]#[C:17][CH3:18])[CH3:15])[CH:3]=1.O.Cl>CO.[OH-].[Na+]>[NH2:1][C:2]1[C:11]([Cl:12])=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[C:4]([O:13][CH:14]([C:16]#[C:17][CH3:18])[CH3:15])[CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 19048272HCID 19048272, compound

Product 1

HCID 15258855HCID 15258855, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To the suspension of methyl 4-amino-5-chloro-2-{(3-pentyn-2-yl)oxy}benzoate (56.0 g) in methanol (1.3 l), aqueous sodium hydroxide (5N) solution (140 ml) was added. The resultant mixture was stirred for 6 hours at 50° C., and then 3 days at room temperature. To the obtained mixture, water (1 l) was added, followed by acidification with 2N hydrochloric acid. Crystal thus precipitated was recovered by filtration, washed with water and dried to obtain 51.5 g of the title compound as colorless crystal.

Workup

  1. additionwas added
  2. custom3 days
  3. customat room temperature
  4. customCrystal thus precipitated
  5. filtrationwas recovered by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-f1b56782f03d4b618c4253e97fe6958b
Source dataset
uspto-grants-1996_11
Patent number
US05578603

Reaction notes

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