Hydrochloric Acid → HCID 68682042, compound

HRID 1171082Notes

Reaction equation

HRID 1171082 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([F:11])[CH:5]=1)=[O:3].C[Si](C)(C)[N-][Si](C)(C)C.[Li+].O1CCCC1.[CH2:27]([O:29][CH:30]([O:36][CH2:37][CH3:38])[C:31](OCC)=[O:32])[CH3:28].Cl>O1CCCC1>[F:11][C:6]1[CH:5]=[C:4]([C:2](=[O:3])[CH2:1][C:31](=[O:32])[CH:30]([O:36][CH2:37][CH3:38])[O:29][CH2:27][CH3:28])[CH:9]=[C:8]([F:10])[CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 80169Ethyl diethoxyacetateHCID 5185963',5'-DifluoroacetophenoneHCID 23714775LiHMDS tetrahydrofuran

Product 1

HCID 68682042HCID 68682042, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

At −78° C., a tetrahydrofuran (20 ml) solution of 3,5-difluoroacetophenone (8.86 g) was added to a tetrahydrofuran (180 ml) solution of 1 N lithium hexamethyldisilazide/tetrahydrofuran solution (68 ml), and stirred at the same temperature for 1 hour. At −78° C., ethyl diethoxyacetate (12.2 ml) was added to the reaction liquid, and stirred overnight at room temperature. At 0° C., 2 N hydrochloric acid (60 ml) was added to the reaction liquid, and extracted with ethyl acetate. The extract was washed with saturated saline water, dried with anhydrous magnesium sulfate, and the solvent was evaporated off to obtain the entitled compound (16.5 g).

Workup

  1. stirringstirred overnight at room temperature
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated saline water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customthe solvent was evaporated off

Sources & evidence

ORD record
ord-4730720d2d194d4081209c9dd3305e27
Source dataset
uspto-grants-2010_11
Patent number
US07829586B2

Reaction notes

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