1-Bromopropane → HCID 15556308, compound

HRID 582379Notes

Reaction equation

Cl[C:2]1[CH:19]=[CH:18][CH:17]=[C:16](Cl)[C:3]=1[C:4]([C:6]1[CH:11]=[C:10](O)[C:9](OC)=[CH:8][C:7]=1C)=[O:5].[CH3:21][CH2:22][CH2:23]Br.C(=O)([O-])[O-:26].[K+].[K+]>C(O)C>[CH2:23]([O:26][C:16]1[CH:17]=[CH:18][CH:19]=[CH:2][C:3]=1[C:4]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:5])[CH2:22][CH3:21]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 2,6-Dichloro-5'-hydroxy-4'-methoxy-2'-methylbenzophenone (Compound 5g, 1.0 g 3.2 mmol), n-propyl bromide (0.5 g, 4 mmol), potassium carbonate (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-fef65420627f44c588acb1e924077a5d
Source dataset: uspto-grants-1999_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05922919

Reaction notes

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