Dichloromethane → HCID 22731297, compound

HRID 2085579Notes

Reaction equation

HRID 2085579 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:13](O)[C:14]([CH3:17])([CH3:16])[CH3:15])[C:5]2[O:9][CH2:8][C:7]([CH3:11])([CH3:10])[C:6]=2[CH:12]=1.ClCCl.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>CCCCCC.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH2:13][C:14]([CH3:17])([CH3:16])[CH3:15])[C:5]2[O:9][CH2:8][C:7]([CH3:10])([CH3:11])[C:6]=2[CH:12]=1

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 22731324HCID 22731324, compound2×

Product 1

HCID 22731297HCID 22731297, compound

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Following General Procedure J and using 1-(5-bromo-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-2,2-dimethyl-propan-1-ol. (Intermediate 31, 0.951 g, 3.05 mmol), anhydrous dichloromethane (7 mL), triethyl silane (4 mL, 12.2 mmol) and trifluoroacetic acid (2 mL, 12.2 mmol) followed by flash column chromatography using 1% ethyl acetate in hexane as the eluent, the title compound was obtained (0.7 g, 78%).

Sources & evidence

ORD record
ord-5fc81242ee5e4d5fb857f048ef7adb39
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

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