Water → HCID 12395536, compound

HRID 1834684Notes

Reaction equation

HRID 1834684 reaction equation
[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([C:14](=[O:20])[C:15](=[CH:18][CH3:19])[CH2:16][CH3:17])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7].S(=O)(=O)(O)O.O>[N+](C)([O-])=O>[O:20]=[C:14]1[C:11]2[C:10](=[CH:9][C:3]([O:4][CH2:5][C:6]([OH:8])=[O:7])=[C:2]([Cl:1])[C:12]=2[Cl:13])[CH:18]([CH3:19])[CH:15]1[CH2:16][CH3:17]

Participants

5

Reactant 3

HCID 962Water2×HCID 1118Sulfuric AcidHCID 192741HCID 192741, compound

Product 1

HCID 12395536HCID 12395536, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Conditions

Temperature
60 °C

Procedure

[2,3-Dichloro-4-(2-ethylidenebutyryl)phenoxy]acetic acid (22.5 g.) is added with stirring to concentrated sulfuric acid (88 ml.) and heated at 60° C. for six hours. The reaction mixture is then cooled and poured into a mixture of ice and water (1 liter). The crude product which separates is ground in a mortar with water (100 ml.), filtered, washed with water and dried. There is thus obtained 14.5 g. (65% yield) of (1-oxo-2-ethyl-3-methyl-6,7-dichloro-5-indanyloxy)acetic acid, which after recrystallization from nitromethane (75 ml.) melts at 167°-168° C.

Workup

  1. temperatureThe reaction mixture is then cooled
  2. filtrationfiltered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-7ae8881966834213a9aca89f12bbb900
Source dataset
uspto-grants-1978_01
Patent number
US04070539

Reaction notes

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