1-Bromopropane → HCID 53736057, compound

HRID 361964Notes

Reaction equation

[CH:1]1([CH2:4][O:5][C:6]2[C:7]([O:23][CH3:24])=[CH:8][C:9]([CH3:22])=[C:10]([C:12](=[O:21])[C:13]3[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:20])[CH:11]=2)C[CH2:2]1.CCCBr.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[Cl:19][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:20])[C:13]=1[C:12]([C:10]1[CH:11]=[C:6]([O:5][CH2:4][CH2:1][CH3:2])[C:7]([O:23][CH3:24])=[CH:8][C:9]=1[CH3:22])=[O:21]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 2,6-dichloro-5'-hydroxy-4'-methoxy-2'-methylbenzophenone (Compound 5; 1.0 g, 3.2 mmol), n-propyl bromide (0.5 g, 4 mmol), potassiumcarbonate (2.8 g, 20 mmol) and ethanol (10 ml) is stirred for 6 h at 80° C., filtered and the filtrate is evaporated in vacuo. The residue is applied onto a flash chromatography column (silica gel, 30 g). Elution with toluene (750 ml) yields Compound 6 as a brown oil, 800 mg, (70.7% y) which slowly crystallizes (mp 73°-75° C.)

Workup

filtrationfiltered
customthe filtrate is evaporated in vacuo
washElution with toluene (750 ml)

Sources & evidence

ORD record: ord-ed9aee3c1a3d4799a90458e845899cea
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05866722

Reaction notes

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