Sulfuric Acid → HCID 20373882, compound

HRID 1834682Notes

Reaction equation

HRID 1834682 reaction equation
[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([C:14](=[O:21])[C:15](=[CH2:20])[CH2:16][CH:17]([CH3:19])[CH3:18])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7].S(=O)(=O)(O)O>O>[O:21]=[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])[CH2:20][CH:15]1[CH2:16][CH:17]([CH3:18])[CH3:19]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 20373862HCID 20373862, compound

Product 1

HCID 20373882HCID 20373882, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

[2,3-Dichloro-4-(2-methylene-4-methylvaleryl)phenoxy]-acetic acid (2.0 g., 0.006 mole) is added with stirring to concentrated sulfuric acid (10 ml.) and the mixture is heated at 60° C. for six hours. The reaction mixture is then cooled and poured into a mixture of ice and water (200 ml.) and the crude product which separates is ground in a mortar, filtered, washed with water and dried. After recrystallization from acetic acid (60 ml.) there is thus obtained 1.7 g. (85% yield) of (1-oxo-2-isobutyl-6,7-dichloro-5-indanyloxy)acetic acid, m.p. 191.5° C.

Workup

  1. temperatureThe reaction mixture is then cooled
  2. filtrationfiltered
  3. washwashed with water
  4. customdried
  5. customAfter recrystallization from acetic acid (60 ml.) there

Sources & evidence

ORD record
ord-e09dd28e52ff4161ad86b7b490d4e5b6
Source dataset
uspto-grants-1978_01
Patent number
US04070539

Reaction notes

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