Sulfuric Acid → HCID 14099852, compound

HRID 1763076Notes

Reaction equation

HRID 1763076 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH2:16][CH:17]=[C:18](Cl)[CH3:19])([CH2:13][CH2:14][CH3:15])[C:8]2=[O:12])=[CH:4][C:3]=1[CH2:21][C:22]([OH:24])=[O:23].[OH:25]S(O)(=O)=O>C(Cl)Cl>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH2:16][CH2:17][C:18](=[O:25])[CH3:19])([CH2:13][CH2:14][CH3:15])[C:8]2=[O:12])=[CH:4][C:3]=1[CH2:21][C:22]([OH:24])=[O:23]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 54453629HCID 54453629, compound

Product 1

HCID 14099852HCID 14099852, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

[6,7-Dichloro-2-(3-chloro-2-butenyl)-2,3-dihydro-1-oxo-2-propyl-1H-inden-5-yl]acetic acid (6 g, 0.0154 mole) dissolved in methylene chloride (65 ml) was added with rapid stirring to a mixture of H2SO4 (75 ml) and methylene chloride (35 ml) chilled in an ice bath. After stirring 1 hour at ice bath temperature the mixture was poured over ice and extracted with diethyl ether. The ether extracts were washed with water, dried over MgSO4 and concentrated under vacuum. The residue was recrystallized from butyl chloride to obtain the product mp 137°-9°.

Workup

  1. additionwas added
  2. temperaturechilled in an ice bath
  3. additionwas poured over ice
  4. extractionextracted with diethyl ether
  5. washThe ether extracts were washed with water
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated under vacuum
  8. customThe residue was recrystallized from butyl chloride

Sources & evidence

ORD record
ord-3ffcd163ea4c4c9ead4b1ad8e250baa3
Source dataset
uspto-grants-1989_05
Patent number
US04835313

Reaction notes

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