Hydrochloric Acid → HCID 57771615, compound

HRID 2070565Notes

Reaction equation

HRID 2070565 reaction equation
[CH2:1]1[C:5]2([CH2:11][CH2:10][CH:9]=[CH:8][CH2:7][CH2:6]2)[CH2:4][CH2:3][CH:2]1[CH:12]=[O:13].[BH4-].[Na+].Cl>CO>[CH2:1]1[C:5]2([CH2:11][CH2:10][CH:9]=[CH:8][CH2:7][CH2:6]2)[CH2:4][CH2:3][CH:2]1[CH2:12][OH:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 57771460HCID 57771460, compound

Product 1

HCID 57771615HCID 57771615, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of spiro[4.6]undec-8-ene-2-carbaldehyde (44 mg) obtained in Step 5 in methanol (1 mL) was added sodium borohydride (9 mg), followed by stirring at room temperature overnight. Then, after addition of aqueous hydrochloric acid solution, the reaction mixture was extracted with ethyl acetate twice. The organic layer was washed with saturated brine, dried and concentrated to give spiro[4.6]undec-8-ene-2-methanol (44 mg).

Workup

  1. extractionthe reaction mixture was extracted with ethyl acetate twice
  2. washThe organic layer was washed with saturated brine
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-8d6e8012c70c4434b061c900d78c95e4
Source dataset
uspto-grants-2012_10
Patent number
US08299296B2

Reaction notes

Loading…