Water → HCID 20373884, compound

HRID 1834688Notes

Reaction equation

HRID 1834688 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:13][CH2:14][C:15]([OH:17])=[O:16])=[C:8]([Cl:12])[C:9]=2[Cl:11])[CH2:4][CH:3]1[CH:18]([CH3:20])[CH3:19].S(Cl)([Cl:24])(=O)=O.O>C(O)(=O)C>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:13][CH2:14][C:15]([OH:17])=[O:16])=[C:8]([Cl:12])[C:9]=2[Cl:11])[CH2:4][C:3]1([CH:18]([CH3:20])[CH3:19])[Cl:24]

Participants

5

Reactant 3

HCID 962WaterHCID 24648Sulfuryl chlorideHCID 40499{[6,7-Dichloro-1-oxo-2-(propan-2-yl)-2,3-dihydro-1H-inden-5-yl]oxy}acetic acid

Product 1

HCID 20373884HCID 20373884, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

(1-Oxo-2-isopropyl-6,7-dichloro-5-indanyloxy)acetic acid (60 g., 0.189 mole) is dissolved in acetic acid (400 ml.). Sulfuryl chloride (18 ml., 0.216 mole) is added dropwise to the stirred solution. The resulting clear yellow solution is then heated at 80°-85° C. for 3/4 hour, cooled and poured slowly, with stirring, into water (3 l.). The gum that separates solidifies after 16 hours to yield 55.5 g. of (1-oxo-2-isoporpyl-2,6,7-trichloro-5-indanyloxy)acetic acid, m.p. 158°-159° C., after recrystallization from acetic acid water (1:1).

Workup

  1. temperatureThe resulting clear yellow solution is then heated at 80°-85° C. for 3/4 hour
  2. temperaturecooled
  3. additionpoured slowly
  4. customto yield 55.5 g
  5. customof (1-oxo-2-isoporpyl-2,6,7-trichloro-5-indanyloxy)acetic acid, m.p. 158°-159° C., after recrystallization from acetic acid water (1:1)

Sources & evidence

ORD record
ord-45c4753708ea48f4bc5d7c8d83c86fc1
Source dataset
uspto-grants-1978_01
Patent number
US04070539

Reaction notes

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