Methyl vinyl ketone → HCID 22633674, compound

HRID 2416987Notes

Reaction equation

HRID 2416987 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:16])([CH3:15])[CH2:7][CH:8]([CH:13]=[O:14])[C:9]2=[O:12])=[CH:4][CH:3]=1.[CH3:17][C:18]([CH:20]=[CH2:21])=[O:19]>C(N(CC)CC)C.C(OCC)C>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:16])([CH3:15])[CH2:7][C:8]([CH:13]=[O:14])([CH2:21][CH2:20][C:18](=[O:19])[CH3:17])[C:9]2=[O:12])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 6570Methyl vinyl ketoneHCID 22633673HCID 22633673, compound

Product 1

HCID 22633674HCID 22633674, compoundYield 87.2%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

7-Bromo-4,4-dimethyl-2-formyl-1-oxo- 1,2,3 ,4-tetrahydronaphthalene (1.0 g, 3.56 mmol) was dissoved in methylvinylketone (dist., 0.468 g, 6.7 mmol) and this mixture was cooled down to 0° C. Triethylamine (3 drops) was then added and the mixture was stirred at 0° C. for an hour and then at room temperature overnight. The reaction mixture was dissolved in ethyl ether and concentrated to give the title material (1.09 g, 87%) as a yellow oil.

Workup

  1. customat room temperature
  2. customovernight
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-621324f9eb7b4498b2140d7e6cc3f80e
Source dataset
uspto-grants-2004_11
Patent number
US06825233B2

Reaction notes

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