Water → HCID 14257701, compound

HRID 1415203Notes

Reaction equation

HRID 1415203 reaction equation
[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]([O:13][CH3:14])[CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][CH2:7]2.O.[OH:16]S(O)(=O)=O>C(O)(=O)C.C(O)(=O)CC.[O-2].[O-2].[O-2].[Cr+6]>[CH3:14][O:13][C:10]1[CH:9]=[C:8]2[C:3](=[C:2]([Cl:1])[C:11]=1[Cl:12])[C:4](=[O:16])[CH2:5][CH2:6][CH2:7]2

Participants

7

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 21483887HCID 21483887, compound

Product 1

HCID 14257701HCID 14257701, compound

Reagents, catalysts & solvents 3

HCID 10219390chromium (VI) trioxideCatalystHCID 176Acetic AcidSolvent2×HCID 1032Propionic AcidSolvent

Conditions

Temperature
70 °C

Procedure

Chromium trioxide (28 g., 0.028 mole) in 83% acetic acid (12 ml.) is added slowly at 0° C. to a stirred solution of 5,6-dichloro-7-methoxytetralin (4 g., 0.073 mole) in a mixture of acetic acid (90 ml.) and propionic acid (20 ml.). The resulting dark mixture then is kept for 20 hours at 20°-25° C. The resulting dark green solution is poured into a mixture of water (900 ml.) and 96% H2SO4 (10 ml.). The mixture is heated to 70° C., cooled to 0° C. and the precipitate is collected, washed with water, and dried. The dried product is sublimed twice at 100° C. at ca. 0.5 mm. and then crystallized from methanol to obtain 6-methoxy-7,8-dichloro-1-tetralone (1 g.), melting point 132°-132.5° C. The identity of the product is established by proton magnetic resonance (pmr).

Workup

  1. temperaturecooled to 0° C.
  2. customthe precipitate is collected
  3. washwashed with water
  4. customdried
  5. customis sublimed twice at 100° C. at ca. 0.5 mm
  6. customand then crystallized from methanol

Sources & evidence

ORD record
ord-905000e52ae447c8a5ac18ed5634bd5f
Source dataset
uspto-grants-1977_01
Patent number
US04003927

Reaction notes

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