Formic Acid → 7,7,8-Trimethyl-1,2,4,5,6,7-hexahydro-3H-3a,6-methanoazulen-3-one

HRID 613960Notes

Reaction equation

HRID 613960 reaction equation
[CH3:1][C:2]1([CH3:15])[CH:11]2[CH2:12][C:8]3([CH2:9][CH2:10]2)[CH:4]([CH2:5][CH2:6][C:7]3=[O:13])[C:3]1=[CH2:14].C(O)=O>CCCCC>[CH3:14][C:3]1[C:2]([CH3:1])([CH3:15])[CH:11]2[CH2:12][C:8]3([CH2:9][CH2:10]2)[C:4]=1[CH2:5][CH2:6][C:7]3=[O:13]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 527163HCID 527163, compound

Product 1

HCID 141108297,7,8-Trimethyl-1,2,4,5,6,7-hexahydro-3H-3a,6-methanoazulen-3-one

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

350 mg of 7,7-dimethyl-6-methylene-tricyclo[6.2.1.01,5 ]undecan-2-one (see example 1) were heated at 40° for 5 days in the presence of 20 ml of 98% formic acid. After the usual treatments of extraction, washing, drying and evaporation, there were isolated 330 mg of crude material (purity 90%). The pure compound was obtained after cristallization in n-pentane.

Workup

  1. extractionAfter the usual treatments of extraction
  2. washwashing
  3. customdrying
  4. customevaporation
  5. customthere were isolated 330 mg of crude material (purity 90%)

Sources & evidence

ORD record
ord-0af57d304496425586e3ef349e893230
Source dataset
uspto-grants-1979_03
Patent number
US04142997

Reaction notes

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