Dichloromethane → HCID 10867629, compound

HRID 2387740Notes

Reaction equation

HRID 2387740 reaction equation
C(N(CC)C(C)C)(C)C.[CH3:10][O:11][CH2:12]Cl.ClCCl.[F:17][C:18]1[CH:19]=[CH:20][C:21]([OH:28])=[C:22]([CH:27]=1)[C:23]([O:25][CH3:26])=[O:24]>O>[F:17][C:18]1[CH:19]=[CH:20][C:21]([O:28][CH2:10][O:11][CH3:12])=[C:22]([CH:27]=1)[C:23]([O:25][CH3:26])=[O:24]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 2783186Methyl 5-fluoro-2-hydroxybenzoate

Product 1

HCID 10867629HCID 10867629, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N,N-diisopropylethylamine (15.4 ml) and chloromethyl methyl ether (4.91 ml) were added to a dichloromethane (100 ml) solution of methyl 5-fluoro-2-hydroxybenzoate (10 g), while the solution was stirred under cooling on ice. The obtained mixture was stirred at room temperature for 14 hours. Water was added to the reaction solution, and the mixture was extracted with dichloromethane. The obtained organic layer was dried over magnesium sulfate and then concentrated under reduced pressure, so as to obtain the title compound (12.4 g).

Workup

  1. temperatureunder cooling on ice
  2. stirringThe obtained mixture was stirred at room temperature for 14 hours
  3. extractionthe mixture was extracted with dichloromethane
  4. dry with materialThe obtained organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4e18f7bcec7a4ee7b3cb1e1def5db506
Source dataset
uspto-grants-2012_09
Patent number
US08268848B2

Reaction notes

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