HCID 14415637, compound → HCID 21432283, compound

HRID 1415237Notes

Reaction equation

HRID 1415237 reaction equation
[C:1]([O:4][C:5]1[C:6]([CH3:19])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][CH:10]([O:17]C)[CH2:9][CH2:8]2)(=[O:3])[CH3:2].OC1C(C)=C2C(=C(C)C=1C)OC(OC)CC2>C(O)(=O)C.O>[C:1]([O:4][C:5]1[C:6]([CH3:19])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][CH:10]([OH:17])[CH2:9][CH2:8]2)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14415637HCID 14415637, compoundHCID 14415667HCID 14415667, compound

Product 1

HCID 21432283HCID 21432283, compound

Reagents, catalysts & solvents 1

HCID 21899381Acetic acid--water (1/1)Solvent

Procedure

A solution of (±)-6-acetoxy-2-methoxy-5,7,8-trimethylchroman, prepared as described in Example 2 from 0.1 mole of (±)-6-hydroxy-2-methoxy-5,7,8-trimethylchroman, in 200 ml. of 1:1 acetic acid-H2O was heated at reflux under a nitrogen atmosphere for 1.5 hours. The mixture was cooled, diluted with 200 ml. of H2O and filtered. The solid was washed with H2O and dried to give (±)-6-acetoxy-2-hydroxy-5,7,8-trimethylchroman as a white solid, m.p. 115°-120°.

Workup

  1. temperatureat reflux under a nitrogen atmosphere for 1.5 hours
  2. temperatureThe mixture was cooled
  3. additiondiluted with 200 ml
  4. filtrationof H2O and filtered
  5. washThe solid was washed with H2O
  6. customdried

Sources & evidence

ORD record
ord-d7aecca481964f2faf5daf5d807b827e
Source dataset
uspto-grants-1977_01
Patent number
US04003919

Reaction notes

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