Methanesulfonyl chloride → HCID 90037025, compound

HRID 1055423Notes

Reaction equation

HRID 1055423 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[F:6][CH:7]([F:21])[O:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]=1[CH2:19][OH:20]>C(Cl)Cl>[CH3:1][S:2]([O:20][CH2:19][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:17]=[CH:18][C:9]=1[O:8][CH:7]([F:21])[F:6])(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 43394581[2-(Difluoromethoxy)naphthalen-1-yl]methanol

Product 1

HCID 90037025HCID 90037025, compoundYield 65.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Methanesulfonyl chloride (160 μL, 2.07 mmol) was added to a mixture of (2-(difluoromethoxy)naphthalen-1-yl)methanol (387 mg, 1.73 mmol) in CH2Cl2 (8.63 mL) and TEA (505 μL, 3.62 mmol). After 20 h the mixture was diluted with CH2Cl2, washed with H2O, brine, dried over Na2SO4, filtered and the filtrate was concentrated to provide (2-(difluoromethoxy)naphthalen-1-yl)methyl methanesulfonate (342 mg) as a brown oil that was used without further purification.

Workup

  1. washwashed with H2O, brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-819f8b51e3b149dd92b243fa63041997
Source dataset
uspto-grants-2016_07
Patent number
US09394263B2

Reaction notes

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