Hydrochloric Acid → HCID 22640408, compound

HRID 2415112Notes

Reaction equation

HRID 2415112 reaction equation
[O:1]1CCO[CH:2]1[C:6]1[CH:7]=[C:8]2[C:13](=[C:14]([O:16][CH3:17])[CH:15]=1)[O:12][C:11]([CH3:19])([CH3:18])[CH:10]=[C:9]2[CH2:20][OH:21].Cl>C1COCC1>[OH:21][CH2:20][C:9]1[C:8]2[C:13](=[C:14]([O:16][CH3:17])[CH:15]=[C:6]([CH:2]=[O:1])[CH:7]=2)[O:12][C:11]([CH3:19])([CH3:18])[CH:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22640396HCID 22640396, compound

Product 1

HCID 22640408HCID 22640408, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The above prepared (6-[1,3]dioxolan-2-yl-8-methoxy-2,2-dimethyl-2H-chromen-4-yl)-methanol was dissolved in 3 ml of THF and treated at 0° with 1.5 ml of 3N HCl. 60 min. later, the reaction mixture was poured onto crushed ice/AcOEt, the organic layer washed with water and brine, dried over magnesium sulfate and evaporated to dryness. Flash chromatography (SiO2 with n-hexane/AcOEt=1/1) afforded 123 mg of the title compound as colourless, viscous oil.

Workup

  1. addition60 min. later, the reaction mixture was poured
  2. washthe organic layer washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-d806ccf3755d418f9f7fffda9b4d967a
Source dataset
uspto-grants-2004_11
Patent number
US06818649B2

Reaction notes

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