Water → HCID 14099854, compound

HRID 569283Notes

Reaction equation

HRID 569283 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][CH2:22][C:23]([OH:25])=[O:24].S(=O)(=O)(O)[OH:27].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:27])[CH3:19])([CH2:13][CH2:14][CH3:15])[C:8]2=[O:12])=[CH:4][C:3]=1[CH2:21][CH2:22][C:23]([OH:25])=[O:24]

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 54273732HCID 54273732, compound

Product 1

HCID 14099854HCID 14099854, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
5 °C

Procedure

3-[6,7-Dichloro-2-(3-chloro-2-butenyl)-2,3-dihydro-1-oxo-2-propyl-1H-inden-5-yl]propionic acid (6.8 g, 0.0168 mole) dissolved in methylene chloride (65 ml) was added over 15 minutes to a mixture of sulfuric acid (75 ml) and methylene chloride (35 ml) at 5° C., stirred at 5° C. for 1 hour, poured over ice and water, and extracted with methylene chloride. The organic extracts were washed with water, dried over MgSO4 and concentrated under vacuum. The residue was recrystallized from butyl chloride to obtain the product mp 131°-3° C.

Workup

  1. extractionextracted with methylene chloride
  2. washThe organic extracts were washed with water
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under vacuum
  5. customThe residue was recrystallized from butyl chloride

Sources & evidence

ORD record
ord-285526b7645c47a2a9350bf58b1f40ea
Source dataset
uspto-grants-1988_03
Patent number
US04731472

Reaction notes

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