Methanol → HCID 53968564, compound

HRID 223792Notes

Reaction equation

HRID 223792 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7](=[CH:13][CH3:14])[C:8]2=[O:12])=[CH:4][C:3]=1[O:15][CH2:16][C:17]([OH:19])=[O:18].S(=O)(=O)(O)O.[CH3:25]O>>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7](=[CH:13][CH3:14])[C:8]2=[O:12])=[CH:4][C:3]=1[O:15][CH2:16][C:17]([O:19][CH3:25])=[O:18]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 54215969HCID 54215969, compound

Product 1

HCID 53968564HCID 53968564, compound

Procedure

[(6,7-Dichloro-2-ethylidene-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]acetic acid (U.S. Pat. No. 3,704,314) (30.1 gm., 0.1 mole) is dissolved in methanol (150 ml.) and conc. sulfuric acid (0.5 ml.) added. The mixture is stirred and refluxed for 2 hours. The solvent is removed in vacuo by evaporation on a rotary evaporator and the residue dissolved in ethyl ether, washed with water and dried over sodium sulfate. The ether is removed by evaporation in vacuo in a rotary evaporator to give methyl [(6,7-dichloro-2-ethylidene-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]acetate.

Workup

  1. temperaturerefluxed for 2 hours
  2. customThe solvent is removed in vacuo by evaporation on a rotary evaporator
  3. dissolutionthe residue dissolved in ethyl ether
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. customThe ether is removed by evaporation in vacuo in a rotary evaporator

Sources & evidence

ORD record
ord-3d48803848b343298969e5c77924b965
Source dataset
uspto-grants-1982_10
Patent number
US04356313

Reaction notes

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