Dichloromethane → HCID 22731287, compound

HRID 2085582Notes

Reaction equation

HRID 2085582 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].ClCCl.[Br:8][C:9]1[CH:10]=[CH:11][C:12]2[O:16][CH2:15][C:14]([CH3:18])([CH3:17])[C:13]=2[CH:19]=1.[C:20](Cl)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CCCCCC.C(OCC)(=O)C>[C:20]([C:11]1[C:12]2[O:16][CH2:15][C:14]([CH3:17])([CH3:18])[C:13]=2[CH:19]=[C:9]([Br:8])[CH:10]=1)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 7412Benzoyl chlorideHCID 53235955-Bromo-3,3-dimethyl-2,3-dihydro-1-benzofuran2×HCID 6451240Aluminum(III) Chloride

Product 1

HCID 22731287HCID 22731287, compound

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Following General Procedure I and using aluminum chloride (1.76 g, 13.2 mmol), 20 mL of anhydrous dichloromethane, 5-bromo-3,3-dimethyl-2,3-dihydro-benzofuran (Intermediate 2, 1.5 g, 6.61 mmol) and benzoyl chloride (1.53 mL, 13.2 mmol) followed by flash column chromatography on silica gel (230-1400 mesh) using 7% ethyl acetate in hexane as the eluent, the title compound was obtained (2.15 g, 99%).

Sources & evidence

ORD record
ord-8697b62c32f44590b9b520f25a8c7f98
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

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