Hydrochloric Acid → HCID 22730285, compound

HRID 1785781Notes

Reaction equation

HRID 1785781 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-8c9255af56c548b7a1e491b34f3c819c
Source dataset
uspto-grants-2009_03
Patent number
US07504512B2

Reaction notes

Loading…