Acetic Acid → HCID 53968588, compound

HRID 259118Notes

Reaction equation

HRID 259118 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9]([CH3:20])([CH2:15][CH2:16][C:17]([OH:19])=[O:18])[O:8][CH2:7][CH2:6]2.C(O)(=[O:23])C>O.[O-2].[O-2].[O-2].[Cr+6]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9]([CH3:20])([CH2:15][CH2:16][C:17]([OH:19])=[O:18])[O:8][CH2:7][C:6]2=[O:23]

Participants

5

Reactant 2

HCID 176Acetic Acid2×HCID 12225887HCID 12225887, compound

Product 1

HCID 53968588HCID 53968588, compound

Reagents, catalysts & solvents 2

HCID 10219390chromium (VI) trioxideCatalystHCID 962WaterSolvent2×

Procedure

A solution of chromium trioxide (25.7 g) in a mixture of acetic acid (120 ml) and water (35 ml) is added dropwise to a solution of 6,7-dimethoxy-1-methylisochroman propionic acid (27.0 g), described in Example 16, in acetic acid (140 ml) keeping the temperature of the mixture below 20° C. The mixture is kept at room temperature for 1.5 hr. and then poured into water and extracted with chloroform. The extracts are thoroughly washed with water, dried and evaporated. The residue is crystallized from benzene to give the title compound, m.p. 172°-173° C.

Workup

  1. customthe temperature of the mixture below 20° C
  2. extractionextracted with chloroform
  3. washThe extracts are thoroughly washed with water
  4. customdried
  5. customevaporated
  6. customThe residue is crystallized from benzene

Sources & evidence

ORD record
ord-101e98177b2448bbb7933763039aa511
Source dataset
uspto-grants-1977_07
Patent number
US04036842

Reaction notes

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