Water → HCID 20721891, compound

HRID 2086526Notes

Reaction equation

HRID 2086526 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([OH:9])=[O:8].[OH-].[Na+].[CH:12]([O:14][CH2:15][CH2:16]Cl)=[CH2:13].O>CN(C)C(=O)C.C(OCC)(=O)C>[CH:12]([O:14][CH2:15][CH2:16][O:8][C:7]([CH2:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)=[O:9])=[CH2:13]

Participants

7

Reactant 4

HCID 962WaterHCID 80742-Chloroethyl vinyl etherHCID 14798Sodium HydroxideHCID 159702-Thiopheneacetic acid

Product 1

HCID 20721891HCID 20721891, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 31374DimethylacetamideSolvent

Procedure

In 500 ml of N,N-dimethylacetamide (DMAc) was dissolved 100 g of thiophene-2-acetic acid, and to the resulting solution was added 31 g of sodium hydroxide, followed by stirring at room temperature for 10 minutes. Then, 112 g of 2-chloroethyl vinyl ether was added thereto and the mixture was stirred at 120° C. for 2 hours. The deposition of salt was observed. To the reaction solution were added water and ethyl acetate, and the mixture was subjected to separation procedure. The organic phase was washed three times with water, dried, concentrated and distilled under a reduced pressure to obtain the desired compound (X-1). The desired compound (X-1) was identified by NMR.

Workup

  1. stirringthe mixture was stirred at 120° C. for 2 hours
  2. customthe mixture was subjected to separation procedure
  3. washThe organic phase was washed three times with water
  4. customdried
  5. concentrationconcentrated
  6. distillationdistilled under a reduced pressure

Sources & evidence

ORD record
ord-584adc890e7e4952bb4a3f71afb59df4
Source dataset
uspto-grants-2004_04
Patent number
US06727033B2

Reaction notes

Loading…