Hydrochloric Acid → HCID 9869623, compound

HRID 993422Notes

Reaction equation

HRID 993422 reaction equation
[Cl:1][C:2]1[CH:20]=[C:19]([C:21]2[C:26]3[O:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[C:25]=3[CH:24]=[CH:23][CH:22]=2)[CH:18]=[C:17]([Cl:34])[C:3]=1[O:4][C@H:5]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:6]([O:8]C)=[O:7].CO.[OH-].[Na+].Cl>C1COCC1.O>[Cl:34][C:17]1[CH:18]=[C:19]([C:21]2[C:26]3[O:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[C:25]=3[CH:24]=[CH:23][CH:22]=2)[CH:20]=[C:2]([Cl:1])[C:3]=1[O:4][C@H:5]([CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:6]([OH:8])=[O:7]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 12050296HCID 12050296, compound

Product 1

HCID 9869623HCID 9869623, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of Example 1B (1.03 g, 2.10 mmol) in a mixture of THF (4 mL), methanol (6 mL), and water (3 mL) at room temperature was treated with NaOH (0.42 g, 10.5 mmol), stirred for 3 hours, adjusted to pH <7 with 1N HCl, and extracted with ethyl acetate. The combined extracts were dried (Na2SO4), filtered, and concentrated to provide a quantitative yield of the desired product.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined extracts were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f315e69a56e448d1b8e58836d56e7786
Source dataset
uspto-grants-2002_10
Patent number
US06472545B2

Reaction notes

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