Dichloromethane → HCID 21887063, compound

HRID 129464Notes

Reaction equation

HRID 129464 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][OH:10])[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.ClCCl.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>O>[CH3:21][S:22]([O:10][CH2:9][CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=1)(=[O:24])=[O:23]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 5731322-(3-Fluorophenyl)ethanol

Product 1

HCID 21887063HCID 21887063, compoundYield 112.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a cooled (0° C.) mixture of 46.2 g of 3-fluorobenzenethanol, 40 ml of N,N-diethylethanamine and 500 ml of dichloromethane, there were added dropwise 41.2 g of methanesulfonyl chloride, keeping the temperature below 5° C. After stirring for 18 hours at room temperature, the reaction mixture was diluted with water and extracted with dichloromethane. The extract was dried, filtered and evaporated, yielding 81 g (100%) of 2-(3-fluorophenyl)ethanol methanesulfonate (ester) (interm. 34).

Workup

  1. temperatureTo a cooled
  2. customthe temperature below 5° C
  3. extractionextracted with dichloromethane
  4. customThe extract was dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-4687a243affc4910b0d3851140166f48
Source dataset
uspto-grants-1995_11
Patent number
US05468743

Reaction notes

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