Pentane → HCID 19000162, compound

HRID 1781894Notes

Reaction equation

HRID 1781894 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([C:17]2[CH:18]=[N:19][C:20]3[C:25]([CH:26]=2)=[CH:24][CH:23]=[CH:22][CH:21]=3)[OH:16])=[CH:11][C:10]=1[O:27][CH3:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCCCC>C(Cl)Cl.CCOCC.[O-2].[O-2].[Mn+4]>[N:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:26]=[C:17]([C:15]([C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[C:10]([O:27][CH3:28])[CH:11]=2)=[O:16])[CH:18]=1

Participants

6

Reactant 2

HCID 8003PentaneHCID 21459047HCID 21459047, compound

Product 1

HCID 19000162HCID 19000162, compound

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 6.2 g of α-[4-(benzyloxy)-3-methoxyphenyl]-3-quinolinemethanol in 200 ml of methylene chloride is treated with 62 g of manganese dioxide and stirred at the reflux temperature 2 hours. After cooling the precipitate is filtered under suction and washed with methylene chloride. The filtrate is evaporated and the oil obtained is dissolved in hot ether, whereupon the solution is treated with a small amount of pentane. The separated crystals are filtered under suction. There is obtained 4-(benzyloxy)-3-methoxyphenyl (3-quinolinyl) ketone in the form of colorless crystals of m.p. 110°-111°.

Workup

  1. temperatureAfter cooling the precipitate
  2. filtrationis filtered under suction
  3. washwashed with methylene chloride
  4. customThe filtrate is evaporated
  5. customthe oil obtained
  6. filtrationThe separated crystals are filtered under suction

Sources & evidence

ORD record
ord-998bf90d6aae423683039cf86728967d
Source dataset
uspto-grants-1997_05
Patent number
US05633371

Reaction notes

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