Hydrochloric Acid → HCID 59730426, compound

HRID 1362839Notes

Reaction equation

HRID 1362839 reaction equation
O.[OH-].[Li+].C[O:5][C:6]([C:8]1[CH:9]=[C:10]([C@:14]2([CH3:30])[CH2:19][CH2:18][N:17]([C:20]([O:22][CH2:23][CH2:24][Si:25]([CH3:28])([CH3:27])[CH3:26])=[O:21])[CH2:16][C@@H:15]2[CH3:29])[CH:11]=[CH:12][CH:13]=1)=[O:7].Cl>O.O1CCCC1>[C:6]([C:8]1[CH:9]=[C:10]([C@:14]2([CH3:30])[CH2:19][CH2:18][N:17]([C:20]([O:22][CH2:23][CH2:24][Si:25]([CH3:28])([CH3:27])[CH3:26])=[O:21])[CH2:16][C@@H:15]2[CH3:29])[CH:11]=[CH:12][CH:13]=1)([OH:7])=[O:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 59730457HCID 59730457, compound

Product 1

HCID 59730426HCID 59730426, compoundYield 97.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of lithium hydroxide monohydrate (2.75 g, 0.065 mol, 6 eq) in water (20 mL) was added drop wise to a cold (0° C.) solution of (6) (4.28 g, 0.0109 mol, 1 eq) in tetrahydrofuran (40 mL). The mixture was allowed to warm to room temperature and stirring was continued for 5 days. A 1N aqueous HCl solution (100 mL) was added to the mixture which was extracted with ethyl acetate (3×100 mL). The combined organic extracts were washed with water (100 mL), brine (100 mL) and dried over sodium sulfate. Evaporation of the solvent afforded the desired compound (4.0 g, 97%).

Workup

  1. extractionwas extracted with ethyl acetate (3×100 mL)
  2. washThe combined organic extracts were washed with water (100 mL), brine (100 mL)
  3. dry with materialdried over sodium sulfate
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-bbc3b9787e374252a880d00a145fff80
Source dataset
uspto-grants-2011_02
Patent number
US07884102B2

Reaction notes

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