Lithium hydroxide, monohydrate → HCID 18518707, compound

HRID 1385987Notes

Reaction equation

HRID 1385987 reaction equation
O[Li].O.[Cl:4][C:5]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:6]=1[O:7][CH2:8][CH2:9][C:10]([O:12]CC)=[O:11]>O.C1COCC1>[Cl:4][C:5]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:6]=1[O:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 18518690HCID 18518690, compound

Product 1

HCID 18518707HCID 18518707, compoundYield 54%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of LiOH.H2O (0.67 g; 16 mmol) in water (20 mL) was added to a solution of ethyl 3-(2-chloro-4-methoxyphenoxy)propionate (1.90 g; 7.3 mmol; from step (i) above) in THF (10 mL). The reaction mixture was stirred at RT overnight, THF was evaporated and the water phase was washed with ether. The resultant solution was acidified with HCl (2M) and extracted with ether. The organic layer was dried (Na2SO4) and evaporated yielding 0.90 g (54%) of the sub-title compound.

Workup

  1. customTHF was evaporated
  2. washthe water phase was washed with ether
  3. extractionextracted with ether
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. customevaporated

Sources & evidence

ORD record
ord-352cd77d4ee149a9989bf94f6dee0c7d
Source dataset
uspto-grants-2001_07
Patent number
US06265397B1

Reaction notes

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