HCID 86742660, compound → HCID 22841132, compound

HRID 2291543Notes

Reaction equation

HRID 2291543 reaction equation
Cl.[NH2:2][CH:3]1[C@@:15]2([CH2:16][CH2:17][CH3:18])[C:10](=[CH:11][C:12](=[O:19])[CH2:13][CH2:14]2)[C:9]2[C:4]1=[CH:5][C:6]([O:22][CH2:23][C:24]([O:26]CC)=[O:25])=[C:7]([Cl:21])[C:8]=2[Cl:20]>C(O)C.O.[OH-].[Na+]>[NH2:2][CH:3]1[C@@:15]2([CH2:16][CH2:17][CH3:18])[C:10](=[CH:11][C:12](=[O:19])[CH2:13][CH2:14]2)[C:9]2[C:4]1=[CH:5][C:6]([O:22][CH2:23][C:24]([OH:26])=[O:25])=[C:7]([Cl:21])[C:8]=2[Cl:20]

Participants

5

Reactant 1

HCID 86742660HCID 86742660, compound

Product 1

HCID 22841132HCID 22841132, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
25 °C

Procedure

Ethyl [(9-amino-5,6-dichloro-3-oxo-9a(R)-propyl-2,3,9,9a-tetrahydro-1H-fluoren-7-yl)oxy]acetate hydrochloride (497.5 mg, 0.002 mole) is dissolved in a mixture of ethanol (17 ml), water (3 ml) and 1N sodium hydroxide (5 ml). The mixture is stirred at 25° C. for 10 hours, evaporated to dryness in vacuo and the residue dissolved in water (20 ml) and carefully neutralized with hydrochloric acid to the isoelectric points whereby a precipitate separates. The product is removed by filtration, washed with water and dried to give [(9-amino-5,6-dichloro-3-oxo-9a(R)-propyl-2,3,9,9a-tetrahydro-1H-fluoren-7-yl)oxy]acetic acid.

Workup

  1. customevaporated to dryness in vacuo
  2. dissolutionthe residue dissolved in water (20 ml)
  3. customThe product is removed by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-a79a6bde63864064905209b7e0e4237c
Source dataset
uspto-grants-1989_01
Patent number
US04797391

Reaction notes

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