Sodium Bicarbonate → HCID 130039219, compound

HRID 365392Notes

Reaction equation

HRID 365392 reaction equation
[C:1]([C:5]1[CH:16]=[CH:15][CH:14]=[CH:13][C:6]=1[S:7][CH2:8][CH2:9][C:10]([OH:12])=O)([O:3][CH3:4])=[O:2].C(=O)([O-])O.[Na+]>>[CH3:4][O:3][C:1]([C:5]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:6]=1[S:7][CH2:8][CH2:9][C:10]2=[O:12])=[O:2]

Participants

3

Reactant 2

HCID 516892Sodium BicarbonateHCID 131720390HCID 131720390, compound

Product 1

HCID 130039219HCID 130039219, compound

Procedure

β-(2-carbomethoxythiophenoxy) propionic acid (6.00 g, 0.025 mol) (I. W. Still and M. J. Thomas J.Org. Chem 1968, 2733) was added slowly to ice cooled conc. sulphuric acid (75 ml) with stirring. After 21 h, the reaction mixture was poured into ice water and then made alkaline using solid sodium hydrogen carbonate. The resultant suspension was then extracted with CH2Cl2 (3×). The combined organic layers were then dried (Na2SO4), and evaporated under reduced pressure to give an orange oil which was dried in vacuo and crystallised on standing to give (2.40 g, 43%).

Workup

  1. extractionThe resultant suspension was then extracted with CH2Cl2 (3×)
  2. dry with materialThe combined organic layers were then dried (Na2SO4)
  3. customevaporated under reduced pressure
  4. customto give an orange oil which
  5. customwas dried in vacuo
  6. customcrystallised
  7. customto give (2.40 g, 43%)

Sources & evidence

ORD record
ord-902ebfd8ff98430196f7168951752d3c
Source dataset
uspto-grants-2000_10
Patent number
US06127379

Reaction notes

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