Hydrochloric Acid → HCID 22730285, compound

HRID 2085704Notes

Reaction equation

HRID 2085704 reaction equation
[C:1]([O:5][C:6](=[O:27])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([O:23]C)=[O:22])=[CH:17][CH:16]=2)=[C:11]([O:25][CH3:26])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C[Si](C)(C)[O-].[K+].Cl>C1COCC1.C(OCC)(=O)C.O>[C:1]([O:5][C:6](=[O:27])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][C:18]([C:21]([OH:23])=[O:22])=[CH:19][CH:20]=2)=[C:11]([O:25][CH3:26])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 11675105HCID 11675105, compoundHCID 23668039Potassium trimethylsilanolate

Product 1

HCID 22730285HCID 22730285, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of Example 122K (3.5 g), and potassium trimethylsilanolate (1.70 g) in THF (250 mL) at room temperature was stirred for 18 hours, diluted with ethyl acetate (400 mL) and water (50 mL), and adjusted to pH 3 with 2N HCl. The organic phase was washed with water (150 mL) and brine (100 mL), dried (MgSO4), filtered, and concentrated to provide the desired product. MS (DCI (+)) m/e 357 (M+H)+.

Workup

  1. washThe organic phase was washed with water (150 mL) and brine (100 mL)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-74b461a35d594f3bb29e168d139563cb
Source dataset
uspto-grants-2004_04
Patent number
US06720338B2

Reaction notes

Loading…