Triethylamine → 2,6-Dichloro-1-methylsulfonyloxymethyl-3-(methoxymethoxy)benzene

HRID 1604536Notes

Reaction equation

HRID 1604536 reaction equation
[Cl:1][C:2]1[C:9]([O:10][CH2:11][O:12][CH3:13])=[CH:8][CH:7]=[C:6]([Cl:14])[C:3]=1[CH2:4][OH:5].C(N(CC)CC)C.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>ClCCl>[Cl:14][C:6]1[CH:7]=[CH:8][C:9]([O:10][CH2:11][O:12][CH3:13])=[C:2]([Cl:1])[C:3]=1[CH2:4][O:5][S:23]([CH3:22])(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 536407392,6-Dichloro-3-(methoxymethoxy)benzyl alcohol

Product 1

HCID 196032302,6-Dichloro-1-methylsulfonyloxymethyl-3-(methoxymethoxy)benzene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 2,6-dichloro-3-(methoxymethoxy)benzyl alcohol (1.1 g) and triethylamine (563 mg) in dichloromethane was added a solution of methanesulfonyl chloride (585 mg) in dichloromethane at <20° C. over 5 minutes under nitrogen atmosphere, and the mixture was stirred at the same temperature for 30 minutes and under ice-cooling for 30 minutes. The reaction mixture was washed with saturated sodium bicarbonate solution and brine, dried over magnesium sulfate and evaporated in vacuo to give 1,3-dichloro-2-methanesulfonyloxymethyl-4-(methoxymethoxy)benzene.

Workup

  1. temperaturecooling for 30 minutes
  2. washThe reaction mixture was washed with saturated sodium bicarbonate solution and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-136e26488a2d4c9cbb0a13c1f20ad7fb
Source dataset
uspto-grants-1999_11
Patent number
US05994368

Reaction notes

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