Methanol → HCID 57155692, compound

HRID 2120421Notes

Reaction equation

HRID 2120421 reaction equation
S(=O)(=O)(O)O.C(OCOC1C=[C:13]([CH:22]=[CH:23][C:24]2[CH:25]=[C:26]([CH2:30][CH2:31][CH2:32][CH2:33][C:34]([CH3:37])(O)[CH3:35])[CH:27]=[CH:28][CH:29]=2)[CH:14]=[C:15]([O:17]COCC)[CH:16]=1)C.[OH2:38].C([O:42][CH2:43][CH3:44])(=O)C.[CH3:45]O>C1COCC1>[OH:38][CH2:17][C:15]1[CH:16]=[C:43]([OH:42])[CH:44]=[C:13]([CH:22]=[CH:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30][CH2:31][CH2:32][CH2:33][C:34]([OH:37])([CH3:35])[CH3:45])[CH:25]=2)[CH:14]=1

Participants

7

Reactant 5

HCID 887Methanol2×HCID 962WaterHCID 1118Sulfuric AcidHCID 8857Ethyl AcetateHCID 69928181HCID 69928181, compound

Product 1

HCID 57155692HCID 57155692, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.3 ml of concentrated sulphuric acid in 5 ml of methanol is added to 600 mg (1.3 mmol) of 6-{3-[2-(3-ethoxymethoxy-5-ethoxymethoxyphenyl)vinyl]phenyl}2-methylhexan-2-ol in 5 ml of methanol and 5 ml of THF. After 4 hours at room temperature, water and ethyl acetate are added. The organic phase is washed several times with water and then dried over magnesium sulphate and concentrated. The residue is purified on a silica column (ethyl acetate 50-heptane 50).

Workup

  1. washThe organic phase is washed several times with water
  2. dry with materialdried over magnesium sulphate
  3. concentrationconcentrated
  4. customThe residue is purified on a silica column (ethyl acetate 50-heptane 50)

Sources & evidence

ORD record
ord-453ccf3506d14e1ea8c287f5c787256c
Source dataset
uspto-grants-2004_02
Patent number
US06689922B1

Reaction notes

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