Triethylamine → HCID 18923530, compound

HRID 1899974Notes

Reaction equation

HRID 1899974 reaction equation
[Cl:1][C:2]1[C:9]([O:10][CH:11]([CH3:13])[CH3:12])=[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>[CH3:22][S:23]([O:5][CH2:4][C:3]1[C:6]([Cl:14])=[CH:7][CH:8]=[C:9]([O:10][CH:11]([CH3:12])[CH3:13])[C:2]=1[Cl:1])(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 53810750HCID 53810750, compound

Product 1

HCID 18923530HCID 18923530, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
5 °C

Procedure

To a mixture of 2,6-dichloro-3-isopropoxybenzyl alcohol (1.65 g) and triethylamine (808 mg) in dichloromethane was added methanesulfonyl chloride (884 mg) in a few minutes at 5° C. After stirring for half an hour at 5° C., the mixture was washed with diluted hydrochloric acid and then with aqueous sodium bicarbonate solution, dried, and concentrated in vacuo. The residue was crystallized from n-hexane to give 2,6-dichloro-3-isopropoxybenzyl methanesulfonate (2.07 g).

Workup

  1. washthe mixture was washed with diluted hydrochloric acid
  2. dry with materialwith aqueous sodium bicarbonate solution, dried
  3. concentrationconcentrated in vacuo
  4. customThe residue was crystallized from n-hexane

Sources & evidence

ORD record
ord-50d974f3c87f43489a7bce6782018b21
Source dataset
uspto-grants-1996_11
Patent number
US05574042

Reaction notes

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