Water → HCID 14986465, compound

HRID 654697Notes

Reaction equation

HRID 654697 reaction equation
[CH:1]([C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[C:7]([CH3:14])[CH:8]=[CH:9][CH:10]=2)[C:5]=1[OH:15])([CH3:3])[CH3:2].[CH3:16][O:17]C(Cl)Cl.O>ClCCl.[Ti](Cl)(Cl)(Cl)Cl>[CH:1]([C:4]1[CH:13]=[C:12]([CH:16]=[O:17])[C:11]2[C:6]([C:5]=1[OH:15])=[C:7]([CH3:14])[CH:8]=[CH:9][CH:10]=2)([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 962WaterHCID 21004Methane, dichloromethoxy-HCID 14986464HCID 14986464, compound

Product 1

HCID 14986465HCID 14986465, compound

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

0.65 g of 2-isopropyl-8-methyl-1-naphthol was dissolved in 50 ml of dichloromethane and cooled down to 0° C. 1.3 ml of titanium tetrachloride was gradually dropped in the solution for reaction at 0° C. for 5 minutes, after which 0.9 ml of dichloromethyl methyl ether was gradually dropped and reacted at 0° C. for 1 hour. Water was added to the reaction solution, which was extracted with ethyl acetate. The resultant organic phase was washed with a saturated saline solution, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting crystals were collected by filtration to obtain 0.7 g of the captioned compound as black crystals.

Workup

  1. customreacted at 0° C. for 1 hour
  2. extractionwas extracted with ethyl acetate
  3. washThe resultant organic phase was washed with a saturated saline solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. filtrationThe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-6880f9332c6b47e58b751bcc5f36e980
Source dataset
uspto-grants-1992_07
Patent number
US05134111

Reaction notes

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