Sodium Bicarbonate → HCID 59064566, compound

HRID 583948Notes

Reaction equation

HRID 583948 reaction equation
[CH2:1]([O:4][C:5](=[O:27])[CH2:6][CH2:7][C@H:8]([NH:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=1)=[O:17])[CH2:9][O:10]COCC)[CH:2]=[CH2:3].C(=O)(O)[O-].[Na+]>C(O)C=C.Cl>[CH2:1]([O:4][C:5](=[O:27])[CH2:6][CH2:7][C@H:8]([NH:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=1)=[O:17])[CH2:9][OH:10])[CH:2]=[CH2:3]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 59064564HCID 59064564, compound

Product 1

HCID 59064566HCID 59064566, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 7858Allyl AlcoholSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of the compound prepared in Example 3(1) (5.02 g) in allyl alcohol (15 ml), concentrated hydrochloric acid (40 drops) was added, and the mixture was stirred for 30 minutes at 50° C. The reaction mixture was cooled to room temperature, neutralized by adding sodium bicarbonate and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate to give the title compound having the following physical data.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-f05a6060afb143eaace8c313ea02c960
Source dataset
uspto-grants-2005_08
Patent number
US06924307B2

Reaction notes

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