Ethanol → HCID 9118654, compound

HRID 1606756Notes

Reaction equation

HRID 1606756 reaction equation
[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1.C(O)C.[OH-].[Na+].Cl[CH2:18][C:19](=[O:21])[CH3:20]>O>[CH2:18]([O:11][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])[C:19]([CH3:20])=[O:21]

Participants

6

Reactant 4

HCID 702EthanolHCID 6571ChloroacetoneHCID 94475-Chlorosalicylic AcidHCID 14798Sodium Hydroxide

Product 1

HCID 9118654HCID 9118654, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 5.16 g. (0.3 mole) of 5-chlorosalicylic acid in 60 ml. of ethanol and 40 ml. of water containing 1.2 g. (0.03 mole) of sodium hydroxide is added 2.8 g. (0.03 mole) of chloroacetone and the solution heated to reflux for 5 hours. The resulting solution is cooled in an ice bath and the precipitated product filtered, dried and recrystallized from ether, 800 mg., m.p. 90°-91° C.

Workup

  1. temperatureto reflux for 5 hours
  2. temperatureThe resulting solution is cooled in an ice bath
  3. filtrationthe precipitated product filtered
  4. customdried
  5. customrecrystallized from ether, 800 mg

Sources & evidence

ORD record
ord-e18a87b3798e43c2b1571b9518f1bb56
Source dataset
uspto-grants-1976_04
Patent number
US03953595

Reaction notes

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