Water → HCID 22708348, compound

HRID 353245Notes

Reaction equation

HRID 353245 reaction equation
O[Li].O.O.[OH:5][C:6]1([C:18]([O:20]C)=[O:19])[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16][CH3:17])[CH:14]=2)[CH2:9][CH2:8][CH2:7]1>C1COCC1>[OH:5][C:6]1([C:18]([OH:20])=[O:19])[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16][CH3:17])[CH:14]=2)[CH2:9][CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 79248540HCID 79248540, compound

Product 1

HCID 22708348HCID 22708348, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

LiOH.H2O (0.41 g; 9.8 mmol) and water (4 mL) were added to a solution of 1-hydroxy-7-methoxytetralin-1-yl-carboxylic acid, methyl ester (1.16 g; 4.9 mmol; from step (i) above) in THF (10 mL). The reaction mixture was stirred at room temperature for 3 h, the THF was evaporated, and the water phase was washed with methylene chloride. The reaction mixture was acidified with HCl (2M) and some NaCl was added. After extraction with methylene chloride, the organic phase was dried and concentrated. Yield: 765 mg (70%).

Workup

  1. customthe THF was evaporated
  2. washthe water phase was washed with methylene chloride
  3. additionsome NaCl was added
  4. extractionAfter extraction with methylene chloride
  5. customthe organic phase was dried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-4ebb4e62c8cc49839ec1f5a58f5e35c7
Source dataset
uspto-grants-2004_06
Patent number
US06750243B1

Reaction notes

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