Trifluoroacetic acid → HCID 22731332, compound

HRID 2085586Notes

Reaction equation

HRID 2085586 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:13]([CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)O)[C:5]2[O:9][CH2:8][C:7]([CH3:11])([CH3:10])[C:6]=2[CH:12]=1.FC(F)(F)C(O)=O.C([SiH](CC)CC)C.C(OCC)(=O)C>CCCCCC>[Br:1][C:2]1[CH:3]=[C:4]([CH2:13][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[C:5]2[O:9][CH2:8][C:7]([CH3:10])([CH3:11])[C:6]=2[CH:12]=1

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 12052TriethylsilaneHCID 22731342HCID 22731342, compound2×

Product 1

HCID 22731332HCID 22731332, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Following General Procedure J and using (5-bromo-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-cyclohexyl-methanol (Intermediate 45, 0.62 g, 1.94 mmol), trifluoroacetic acid (4 mL, 52 mmol) and triethyl silane (1.5 mL, 9.4 mmol) followed by flash column chromatography using 3% ethyl acetate in hexane as the eluent, the title compound was obtained (0.58 g, 92%).

Sources & evidence

ORD record
ord-c366aafabe0d4defbb46970253445372
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

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