HCID 69055225, compound → HCID 11579635, compound

HRID 2103028Notes

Reaction equation

HRID 2103028 reaction equation
CO[CH:3]1[C:15]2[C:10](=[C:11]([CH3:19])[C:12]([CH3:18])=[C:13]([OH:17])[C:14]=2[CH3:16])[O:9][C:5]2([CH2:8][CH2:7][CH2:6]2)[CH:4]1[CH3:20]>CO.Cl>[CH3:20][C:4]1[C:5]2([CH2:8][CH2:7][CH2:6]2)[O:9][C:10]2[C:15](=[C:14]([CH3:16])[C:13]([OH:17])=[C:12]([CH3:18])[C:11]=2[CH3:19])[CH:3]=1

Participants

4

Reactant 1

HCID 69055225HCID 69055225, compound

Product 1

HCID 11579635HCID 11579635, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of 4-methoxy-3,5,7,8-tetramethyl-3,4-dihydrospiro[chromene-2,1′-cyclobutan]-6-ol. (50 mg) in 10 mL of MeOH was added 5 drops of conc. HCl. The reaction mixture was concentrated, and the residue was purified by flash chromatography eluted with 40% ethyl acetate in hexane to give 7.6 mg of the desired product 3,5,7,8-tetramethyl-3,4-dihydrospiro[chromene-2,1′-cyclobutane]-4,6-diol as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by flash chromatography
  3. washeluted with 40% ethyl acetate in hexane

Sources & evidence

ORD record
ord-463d69b54e174e7cab7c75d206ae4c0e
Source dataset
uspto-grants-2009_08
Patent number
US07576094B2

Reaction notes

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