Hydrochloric Acid → HCID 19366097, compound

HRID 850132Notes

Reaction equation

HRID 850132 reaction equation
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][C:6]([CH3:12])=[CH:7][C:8]=2[CH3:11])[C:3]1=O.Cl.[CH2:15](OCC)C>>[CH3:1][C:2]1[CH2:3][C:4]2[C:9]([C:10]=1[CH3:15])=[C:8]([CH3:11])[CH:7]=[C:6]([CH3:12])[CH:5]=2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 12195664HCID 12195664, compound

Product 1

HCID 19366097HCID 19366097, compoundYield 94.3%

Conditions

Temperature
0 °C

Procedure

2,4,6-Trimethylindanone (30.0 g, 0.17 moles) was stirred in diethylether (300 mL) at 0° C. as MeMgl (0.24 moles, 80.00 mL of 3.0 M solution in diethylether) was added dropwise. This mixture was stirred for another 30 minutes at 0° C. and then at 20° C. for an additional 3 hours. After the reaction period the mixture was poured on crushed ice, acidified with HCl, and extracted with 1 M HCl (2×100 mL), 1 M NaHCO3 (1×100 mL), and then H2O (1×100 mL). Drying over MgSO4 followed by filtration and solvent removal resulted in the isolation of a light brown oil. Vacuum distillation resulted in the isolation of the desired product as a pale yellow oil (28.0 g, 94.3 percent yield).

Workup

  1. additionwas added dropwise
  2. waitat 20° C. for an additional 3 hours
  3. customAfter the reaction period the mixture
  4. additionwas poured
  5. customon crushed ice
  6. extractionextracted with 1 M HCl (2×100 mL), 1 M NaHCO3 (1×100 mL)
  7. dry with materialDrying over MgSO4
  8. filtrationfollowed by filtration and solvent removal
  9. customresulted in the isolation of a light brown oil
  10. distillationVacuum distillation

Sources & evidence

ORD record
ord-f2461f159a5849cbb0ea31a61cfd77a9
Source dataset
uspto-grants-2000_01
Patent number
US06015868

Reaction notes

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