Sulfuric Acid → HCID 67099332, compound

HRID 2078193Notes

Reaction equation

HRID 2078193 reaction equation
OS(O)(=O)=O.[CH3:6][C:7]([C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=1)([CH3:21])[C:8]([CH:10]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:11](OCC)=[O:12])=[O:9]>CCOC(C)=O>[OH:12][C:11]1[C:23]2[C:22](=[CH:27][CH:26]=[C:25]([CH3:28])[CH:24]=2)[C:7]([CH3:6])([CH3:21])[C:8](=[O:9])[C:10]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 12369091HCID 12369091, compound

Product 1

HCID 67099332HCID 67099332, compoundYield 51.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Concentrated H2SO4 (11.5 mL, 216 mmol) was added dropwise via addition funnel to stirred diethyl 2-(2-methyl-2-p-tolylpropanoyl)malonate (6.92 g, 21.6 mmol) at 0° C. The reaction mixture was stirred for 1.5 hours and then poured into a flask of ice, diluted with 200 mL of EtOAc, added to a separatory funnel, partitioned with water, washed 2 times with 75 mL of water, separated, dried over Na2SO4, and concentrated in vacuo to give the title compound (3.05 g) as a brown oil which was used without further purification. MS (m/z)=275 (M+H)+.

Workup

  1. additionpoured into a flask of ice
  2. additionadded to a separatory funnel
  3. custompartitioned with water
  4. washwashed 2 times with 75 mL of water
  5. customseparated
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4be0d74f2d8c48ff8d6f3cf690e1298a
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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