Methane, dichloromethoxy- → HCID 20304563, compound

HRID 1732743Notes

Reaction equation

HRID 1732743 reaction equation
[C:1]([C:4]1[C:5]([OH:14])=[CH:6][C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][C:12]=2[CH:13]=1)(=[O:3])[CH3:2].[CH3:15][O:16]C(Cl)Cl>ClCCl.[Ti](Cl)(Cl)(Cl)Cl>[C:1]([C:4]1[C:5]([OH:14])=[C:6]([CH:15]=[O:16])[C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][C:12]=2[CH:13]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 21004Methane, dichloromethoxy-HCID 109432711-(3-Hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)ethan-1-one

Product 1

HCID 20304563HCID 20304563, compound

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 5,6,7,8-tetrahydro-3-acetyl-2-naphthol (9.5 g) in dry dichloromethane (50 ml), cooled in an ice bath, was added titanium tetrachloride (38 g) over a period of three minutes. After fifteen minutes stirring dichloromethyl methyl ether (8.05 g) was added over a period of five minutes. The mixture was retained in the ice bath for a further ten minutes, then stirred without cooling for thirty minutes, and finally warmed to 35° for twenty minutes.

Workup

  1. additionwas added over a period of five minutes
  2. temperaturewithout cooling for thirty minutes
  3. temperaturefinally warmed to 35° for twenty minutes

Sources & evidence

ORD record
ord-b894ebc142f64faa84aa720fbf3f5301
Source dataset
uspto-grants-1980_12
Patent number
US04238606

Reaction notes

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