Sodium Hydroxide → Hydrochloric Acid

HRID 2291547Notes

Reaction equation

HRID 2291547 reaction equation
[O:1]=[C:2]1[CH:14]=[C:13]2[C@:5]([CH2:25][CH2:26][CH3:27])([CH:6]([Cl:24])[C:7]3[C:12]2=[C:11]([Cl:15])[C:10]([Cl:16])=[C:9]([O:17][CH2:18][C:19]([O:21]CC)=[O:20])[CH:8]=3)[CH2:4][CH2:3]1.[OH-].[Na+]>C(O)C>[ClH:15].[O:1]=[C:2]1[CH:14]=[C:13]2[C@:5]([CH2:25][CH2:26][CH3:27])([CH:6]([Cl:24])[C:7]3[C:12]2=[C:11]([Cl:15])[C:10]([Cl:16])=[C:9]([O:17][CH2:18][C:19]([OH:21])=[O:20])[CH:8]=3)[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86742661HCID 86742661, compound

Product 2

HCID 313Hydrochloric AcidHCID 22841130HCID 22841130, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl [(3-oxo-9a(R)-propyl-2,3,9,9a-tetrahydro-5,6,9-trichloro-1H-fluoren-7-yl)oxy]acetate (4.31 g, 0.01 mole) was stirred with ethanol (50 ml) and 1N sodium hydroxide (15 ml) for 12 hours at 25° C. The solution was evaporated in vacuo and the residue dissolved in water. Acidification with hydrochloric acid gave [(3-oxo-9a(R)-propyl-2,3,9,9a-tetrahydro-5,6,9-trichloro-1H-fluoren-7-yl)oxy]acetic acid which was purified by column chromatography on silica gel (400 g) eluting with methylene chloride/tetrahydrofuran/acetic acid, 50/2/1 (v/v/v).

Workup

  1. customThe solution was evaporated in vacuo
  2. dissolutionthe residue dissolved in water

Sources & evidence

ORD record
ord-88bd83ae9bb5403eacd9119f26e04e83
Source dataset
uspto-grants-1989_01
Patent number
US04797391

Reaction notes

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