HCID 53671021, compound → HCID 14350676, compound

HRID 2291541Notes

Reaction equation

HRID 2291541 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH:6]([CH3:20])[C:7]([CH2:18][CH3:19])([CH2:13][CH2:14][C:15](=[O:17])[CH3:16])[C:8]2=O)=[CH:4][C:3]=1[O:21][CH2:22][C:23]([O:25]C)=[O:24]>C(O)(=O)C.Cl>[Cl:11][C:10]1[C:2]([Cl:1])=[C:3]([O:21][CH2:22][C:23]([OH:25])=[O:24])[CH:4]=[C:5]2[C:9]=1[C:8]1[C:7]([CH2:18][CH3:19])([CH:6]2[CH3:20])[CH2:13][CH2:14][C:15](=[O:17])[CH:16]=1

Participants

4

Reactant 1

HCID 53671021HCID 53671021, compound

Product 1

HCID 14350676HCID 14350676, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Procedure

A solution of methyl [(6,7-dichloro-2-ethyl-2,3-dihydro-3-methyl-1-oxo-2-(3-oxobutyl)-1H-inden-5-yl)oxy]acetate (0.40 g) in acetic acid (6 ml) and 6N hydrochloric acid (6 ml) was heated at reflux for 90 hours, poured into ice water, extracted into ether, washed with water, brine, dried over MgSO4 and evaporated in vacuo. Crystallization from butyl chloride gave [(5,6-dichloro-9a-ethyl-9-methyl-3-oxo-2,3,9,9a-tetrahydro-1H-fluoren-7-yl)oxy]acetic acid which melted at 212°-214° C.

Workup

  1. temperatureat reflux for 90 hours
  2. extractionextracted into ether
  3. washwashed with water, brine
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo
  6. customCrystallization from butyl chloride

Sources & evidence

ORD record
ord-2420772bcc6d40349604f9797bc8d344
Source dataset
uspto-grants-1989_01
Patent number
US04797391

Reaction notes

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