Formic Acid → HCID 57771393, compound

HRID 2070558Notes

Reaction equation

HRID 2070558 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:7][CH2:6][CH:5](O)[CH:4]=[C:3]1[CH2:9][CH2:10][CH2:11][CH:12]=[CH2:13].C(O)=[O:16]>O>[CH3:1][C:2]1([CH3:14])[C:3]2([CH2:13][CH:12]([OH:16])[CH2:11][CH2:10][CH2:9]2)[CH:4]=[CH:5][CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 57771552HCID 57771552, compound

Product 1

HCID 57771393HCID 57771393, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 4,4-dimethyl-3-pent-4-enyl-cyclohex-2-enol (810 mg) obtained in Step 3 was added formic acid (60 mL), followed by stirring the reaction mixture at room temperature for 2 hours and then at 50° C. for 3 hours. After cooling down to room temperature and adding water, the reaction mixture was extracted with chloroform. The organic layer was washed with water, dried and concentrated. The residue was reduced in the same condition as in Step 3 to give 11,11-dimethyl-spiro[5.5]undec-7-en-2-ol (340 mg).

Workup

  1. waitat 50° C. for 3 hours
  2. temperatureAfter cooling down to room temperature
  3. extractionthe reaction mixture was extracted with chloroform
  4. washThe organic layer was washed with water
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ef7b6894b57f4b3f94af18ca014491fb
Source dataset
uspto-grants-2012_10
Patent number
US08299296B2

Reaction notes

Loading…