Sodium Carbonate → HCID 67257891, compound

HRID 2371017Notes

Reaction equation

HRID 2371017 reaction equation
[CH2:1]([C:3]1[S:7][C:6]([CH2:8][CH2:9][OH:10])=[CH:5][CH:4]=1)[CH3:2].CO[CH:13](OC)[CH2:14][NH2:15].C(S(O)(=O)=O)(F)(F)F.C([O-])([O-])=O.[Na+].[Na+]>O>[CH2:1]([C:3]1[S:7][C:6]2[CH2:8][CH2:9][O:10][CH:13]([CH2:14][NH2:15])[C:5]=2[CH:4]=1)[CH3:2]

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 62406Trifluoromethanesulfonic acidHCID 89728Aminoacetaldehyde dimethyl acetalHCID 63967771HCID 63967771, compound

Product 1

HCID 67257891HCID 67257891, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 2-(5-ethylthiophen-2-yl)ethanol (1 g, 6.4 mmol, 1.1 eq) and aminoacetaldehyde dimethylacetal (612 mg, 5.83 mmol, 1 eq) was added CF3SO3H (2.7 g, 17.5 mmol, 3 eq) dropwise at 0° C. After stirring at room temperature overnight, the reaction mixture was diluted with water, adjusted pH to ˜8 with Na2CO3, and extracted with EtOAc. The organic layer was dried over Na2SO4, and concentrated. The crude product was purified by column chromatography.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated
  4. customThe crude product was purified by column chromatography

Sources & evidence

ORD record
ord-d2a277e86cbe4e099697ed2ca74785c1
Source dataset
uspto-grants-2014_04
Patent number
US08710245B2

Reaction notes

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