Hydrochloric Acid → HCID 86592500, compound

HRID 1792419Notes

Reaction equation

HRID 1792419 reaction equation
[F:1][C:2]([F:57])([C:53]([F:56])([F:55])[F:54])[CH2:3][CH2:4][CH2:5][C:6]([CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([CH:28]2[C:37]3[C:32](=[CH:33][C:34]([O:38]COC)=[CH:35][CH:36]=3)[O:31][CH2:30][C:29]2([CH3:52])[C:42]2[CH:47]=[CH:46][C:45]([O:48]COC)=[CH:44][CH:43]=2)=[CH:24][CH:23]=1)(C(OCC)=O)[C:7]([O:9]CC)=[O:8].[OH-].[K+].Cl>C(O)C.O>[OH:38][C:34]1[CH:33]=[C:32]2[C:37]([CH:28]([C:25]3[CH:26]=[CH:27][C:22]([O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH:6]([CH2:5][CH2:4][CH2:3][C:2]([F:57])([F:1])[C:53]([F:54])([F:55])[F:56])[C:7]([OH:9])=[O:8])=[CH:23][CH:24]=3)[C:29]([C:42]3[CH:47]=[CH:46][C:45]([OH:48])=[CH:44][CH:43]=3)([CH3:52])[CH2:30][O:31]2)=[CH:36][CH:35]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 22033310HCID 22033310, compound

Product 1

HCID 86592500HCID 86592500, compoundYield 121.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of diethyl 2-(4,4,5,5,5-pentafluoropentyl)-2-(4-((3RS,4RS)-4-(3-methyl-7-(methyloxymethyloxy)-3-(4-(methyloxymethyloxy)phenyl)chroman-4-yl)phenyloxy)butyl)propane-1,3-dioate (0.552 g, 0.68 mmol) in ethanol (10 ml) was added the solution of potassium hydroxide (1.53 g, 27.23 mmol) in water (5 ml) and the mixture was stirred at refluxed overnight. After the reaction was completed, the reaction mixture was treated with 2N-HCl solution (pH=4) and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (0.513 g, quantitative) as a foamy oil.

Workup

  1. temperatureat refluxed overnight
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f4d215045ecf4defbe0bf8cdee4ae013
Source dataset
uspto-grants-2006_07
Patent number
US07074819B2

Reaction notes

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