Hydrochloric Acid → HCID 59132670, compound

HRID 1993053Notes

Reaction equation

HRID 1993053 reaction equation
C[O:2][C:3](=[O:30])[CH:4]([CH:9]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=2)=[CH:16][CH:15]=1)[CH:10]=[C:11]([CH3:13])[CH3:12])[C:5]([O:7]C)=[O:6].O.[OH-].[Li+].Cl>C1COCC1.CO.O>[CH3:29][O:28][C:24]1[CH:23]=[C:22]([CH:27]=[CH:26][CH:25]=1)[CH2:21][O:20][C:17]1[CH:16]=[CH:15][C:14]([CH:9]([CH:4]([C:3]([OH:30])=[O:2])[C:5]([OH:7])=[O:6])[CH:10]=[C:11]([CH3:12])[CH3:13])=[CH:19][CH:18]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 59132656HCID 59132656, compound

Product 1

HCID 59132670HCID 59132670, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of compound 33.2 (0.50 g, 1.21 mmol) in THF (5 ml), methanol (5 ml) and water (2.5 ml) was added lithium hydroxide monohydrate (1.17 g, 28 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was acidified with 1N HCl to pH 2-3, and then extracted with ethyl acetate twice. The organic layer was washed with water and brine, dried over Na2SO4, and concentrated in vacuo. The resulting residue was used for the next reaction without purification.

Workup

  1. extractionextracted with ethyl acetate twice
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe resulting residue was used for the next reaction without purification

Sources & evidence

ORD record
ord-a173f345a32648dbb5e5fd43d7b604e6
Source dataset
uspto-grants-2010_01
Patent number
US07649110B2

Reaction notes

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