Methanol → HCID 12531835, compound

HRID 2083940Notes

Reaction equation

HRID 2083940 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([CH2:13][C:14]([OH:16])=[O:15])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[CH3:23]O>>[CH3:23][O:15][C:14](=[O:16])[CH2:13][C:10]1[CH:11]=[CH:12][C:7]([O:6][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:18][CH:17]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 15790503[4-(4-Chlorophenoxy)phenyl]acetic acid

Product 1

HCID 12531835HCID 12531835, compound

Conditions

Temperature
-10 °C

Procedure

5.1 g of the product from step C are dissolved in methanol (50 ml). The solution is cooled to −10° C. and treated with thionyl chloride (3 ml) and subsequently heated under reflux for 1 hour. The reaction mixture is evaporated and the residue dissolved in ether. The ether phase is washed with water, dried and evaporated to yield 5.1 g of a reddish brown oil.

Workup

  1. temperaturesubsequently heated
  2. temperatureunder reflux for 1 hour
  3. customThe reaction mixture is evaporated
  4. dissolutionthe residue dissolved in ether
  5. washThe ether phase is washed with water
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-3dcaf63de126495fb799f59d44baaeff
Source dataset
uspto-grants-2004_04
Patent number
US06716845B2

Reaction notes

Loading…