Hydrochloric Acid → HCID 53692545, compound

HRID 363045Notes

Reaction equation

HRID 363045 reaction equation
[CH:1]1([CH2:7][O:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][C:10]=2[CH2:19][CH3:20])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Li+].[OH-].Cl>C1COCC1.O>[CH:1]1([CH2:7][O:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=2[CH2:19][CH3:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 53646796HCID 53646796, compound

Product 1

HCID 53692545HCID 53692545, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 23-5 (290 mg, 1.0 mmol) in 7.6 mL of THF and 10 mL of water was added 210 mg (5.0 mmol) of LiOH. The resulting solution was stirred for 40 h, then acidified by the addition of 10 mL of 1N HCl. The aqueous phase was extracted with 2×20 mL of EtOAc. The organic extracts were washed with brine (5 mL) and dried over MgSO4. Evaporation of the solvent afforded acid 23-6 which was used without purification.

Workup

  1. extractionThe aqueous phase was extracted with 2×20 mL of EtOAc
  2. washThe organic extracts were washed with brine (5 mL)
  3. dry with materialdried over MgSO4
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-865fe60abed2432ba98bbb10ec1e11a0
Source dataset
uspto-grants-1999_02
Patent number
US05872138

Reaction notes

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