Tetralin → HCID 19067918, compound

HRID 1957537Notes

Reaction equation

HRID 1957537 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH:9]=[CH:8]2)C=C.[CH2:16]1[C:25]2C(=CC=CC=2)CC[CH2:17]1>>[CH2:25]([C:6]1[C:5]([OH:4])=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][C:10](=[O:15])[NH:11]2)[CH:16]=[CH2:17]

Participants

3

Reactant 2

HCID 8404TetralinHCID 19067879HCID 19067879, compound

Product 1

HCID 19067918HCID 19067918, compoundYield 100%

Procedure

10 Grams of 6-allyloxy-2(1H)-quinolinone was suspended in 50 ml of tetralin, and this suspension was stirred at 200° to 230° C. for 4 hours in nitrogen gas atmosphere. After the reaction, the reaction mixture was cooled to room temperature. The crystals thus precipitated were collected by filtration, washed with n-hexane and a small amount of diethyl ether in this order and dried. There was obtained 10 g (100%) of 5-allyl-6-hydroxy-2(1H)-quinolinone as crystalline powder. Melting point: Decomposed from 290° C.

Workup

  1. customAfter the reaction
  2. customThe crystals thus precipitated
  3. filtrationwere collected by filtration
  4. washwashed with n-hexane
  5. dry with materiala small amount of diethyl ether in this order and dried

Sources & evidence

ORD record
ord-971fd0ff5b5846da89bfacf90b24e95a
Source dataset
uspto-grants-1998_07
Patent number
US05786367

Reaction notes

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