Hydrochloric Acid → HCID 56940830, compound

HRID 467996Notes

Reaction equation

HRID 467996 reaction equation
[OH-].[K+].C([O:5][C:6]([C:8]1([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]2([CH:26]([F:28])[F:27])[CH2:25][CH2:24]2)[CH2:10][CH2:9]1)=[O:7])C.Cl>C(O)C.O>[F:27][CH:26]([F:28])[C:23]1([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C:8]2([C:6]([OH:7])=[O:5])[CH2:9][CH2:10]2)[CH2:25][CH2:24]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 56940829HCID 56940829, compound

Product 1

HCID 56940830HCID 56940830, compoundYield 71.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of potassium hydroxide (0.63 g, 11.2 mol) in 90% ethanol (5 mL) was added product of Example 38 (0.5 g, 1.3 mmol) at 40° C. and the reaction mass was stirred at 40° C. over a period of 16 h. The crude product obtained upon evaporation of the solvent was diluted with water (5 mL), acidified to pH=2 (1N HCl) and extracted with ethyl acetate (100 mL×3). The crude product obtained upon evaporation of the solvent was purified by silica gel column (5% ethyl acetate in petroleum ether) to give product as white solid 0.32 g (69.5%). mp: 54.0° C.-54.8° C.

Workup

  1. customThe crude product obtained upon evaporation of the solvent
  2. extractionextracted with ethyl acetate (100 mL×3)
  3. customThe crude product obtained upon evaporation of the solvent
  4. customwas purified by silica gel column (5% ethyl acetate in petroleum ether)

Sources & evidence

ORD record
ord-721ac6e53daa4da7bbd0041fe18456a8
Source dataset
uspto-grants-2014_01
Patent number
US08623897B2

Reaction notes

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