1-Bromopropane → HCID 15556308, compound

HRID 965454Notes

Reaction equation

HRID 965454 reaction equation
C1(CO[C:6]2[C:7](OC)=[CH:8][C:9](C)=[C:10]([C:12](=[O:21])[C:13]3[C:18](Cl)=[CH:17][CH:16]=[CH:15][C:14]=3Cl)[CH:11]=2)CC1.[CH3:25][CH2:26][CH2:27]Br.C(=O)([O-])[O-:30].[K+].[K+]>C(O)C>[CH2:27]([O:30][C:9]1[CH:8]=[CH:7][CH:6]=[CH:11][C:10]=1[C:12]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:21])[CH2:26][CH3:25]

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 54245800HCID 54245800, compound2×

Product 1

HCID 15556308HCID 15556308, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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), 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

  1. filtrationfiltered
  2. customthe filtrate is evaporated in vacuo
  3. washElution with toluene (750 ml)

Sources & evidence

ORD record
ord-e786a7a32e704421b0ea3dc42a04ef60
Source dataset
uspto-grants-1998_06
Patent number
US05773663

Reaction notes

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