Hydrochloric Acid → HCID 14718764, compound

HRID 1085716Notes

Reaction equation

HRID 1085716 reaction equation
CO[CH2:3][C:4]1[C:13]([F:14])=[C:12](F)[C:7]([C:8](OC)=[O:9])=[C:6]([S:16][CH3:17])[C:5]=1[F:18].[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>O1CCCC1>[F:18][C:5]1[C:6]([S:16][CH3:17])=[C:7]([CH:12]=[C:13]([F:14])[C:4]=1[CH3:3])[CH2:8][OH:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14718887HCID 14718887, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14718764HCID 14718764, compoundYield 105.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Methyl 4-(methoxymethyl)-2-methylthio-3,5,6-trifluorobenzoate (0.48 g) was dissolved in dry tetrahydrofuran (2 cm3) under a nitrogen atmosphere at room temperature. To the stirred solution was added dropwise a solution of lithium aluminum hydride (1.0 cm3 of a 1.0 molar solution in THF). The mixture was stirred for 0.5 hour when stored for 18 hours. The solution was treated with 2 molar hydrochloric acid and extracted with dichloromethane (twice), dried (anhydrous magnesium sulphate), and evaporated under reduced pressure to give a pale yellow liquid (0.37 g). The liquid was fractionated by eluting through a bed of silica gel with dichloromethane/ethyl acetate (50:1 by volume) to yield the title product (0.04 g).

Workup

  1. waitstored for 18 hours
  2. extractionextracted with dichloromethane (twice),
  3. dry with materialdried (anhydrous magnesium sulphate)
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-13978b167d2b465984123995fc52134b
Source dataset
uspto-grants-1991_04
Patent number
US05010200

Reaction notes

Loading…