Hydrochloric Acid → HCID 69472731, compound

HRID 1180450Notes

Reaction equation

HRID 1180450 reaction equation
[CH3:1][CH:2]([CH3:21])[CH2:3][CH:4]([O:9][CH:10]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:11]([F:14])([F:13])[F:12])[C:5]([O:7]C)=[O:6].[I-].[Li+].Cl>N1C=CC=CC=1>[CH3:1][CH:2]([CH3:21])[CH2:3][CH:4]([O:9][CH:10]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:11]([F:13])([F:14])[F:12])[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 66321Lithium iodideHCID 69473456HCID 69473456, compound

Product 1

HCID 69472731HCID 69472731, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
140 °C

Procedure

To a suspension of methyl 4methyl-2-(2,2,2-trifluoro-1-phenylethoxy)pentanoate from example 69 step 3 (0.63 mmol, 241 mg) in pyridine (7 mL), lithium iodide (1.26 mmol, 168 mg) was added and the mixture was heated at 140° C. for 24 h. The mixture was cooled to r.t. HCl 10% (20 mL) was added and HCl 12 N was added until pH 1. The mixture was extracted with ethyl acetate (50 mL) 3×. The combined extracts were dried over anhydrous MgSO4 and concentrated. The crude title acid was used without further purification.

Workup

  1. additionwas added
  2. temperatureThe mixture was cooled to r.t
  3. extractionThe mixture was extracted with ethyl acetate (50 mL) 3×
  4. dry with materialThe combined extracts were dried over anhydrous MgSO4
  5. concentrationconcentrated
  6. customThe crude title acid was used without further purification

Sources & evidence

ORD record
ord-56ca88ff128c4a3485a16b663671ff86
Source dataset
uspto-grants-2007_10
Patent number
US07279478B2

Reaction notes

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