Lithium hydroxide, monohydrate → HCID 18518707, compound

HRID 1369017Notes

Reaction equation

HRID 1369017 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-158f6bd968df47879dd12b2a1ed96f3f
Source dataset
uspto-grants-2003_06
Patent number
US06576657B2

Reaction notes

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