Trifluoroacetic acid → HCID 21994041, compound

HRID 1978320Notes

Reaction equation

HRID 1978320 reaction equation
[C:1]([Si:5]([O:18][CH2:19][C:20]1[CH:21]=[CH:22][C:23]2[CH2:29][O:28]C(C)(C)[O:26][CH2:25][C:24]=2[CH:32]=1)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>O1CCCC1.O>[O:18]([CH2:19][C:20]1[CH:21]=[CH:22][C:23]([CH2:29][OH:28])=[C:24]([CH2:25][OH:26])[CH:32]=1)[Si:5]([C:1]([CH3:3])([CH3:4])[CH3:2])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 54020968HCID 54020968, compound

Product 1

HCID 21994041HCID 21994041, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a solution of 6.175 g (13.825 mM) of tert-butyl-(7,7-dimethyl-5,9-dihydro-6,8-dioxabenzocyclohepten-2-yl)methoxydiphenylsilane in 50 ml of tetrahydrofuran-water (4:1) was added 2 ml of trifluoroacetic acid with ice-cooling and the mixture was stirred at room temperature for 4 hours. This reaction mixture was poured in aqueous solution of sodium hydrogen carbonate and extracted with 3 portions of ethyl acetate. The pooled organic layer was dried over MgSO4 and the solvent was distilled off under reduced pressure to provide the title compound.

Workup

  1. temperaturecooling
  2. extractionextracted with 3 portions of ethyl acetate
  3. dry with materialThe pooled organic layer was dried over MgSO4
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-fe0cfcc8204d441d9e3c7b5e37404ecd
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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