2-Chloroethanol → HCID 10406148, compound

HRID 1394149Notes

Reaction equation

HRID 1394149 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[CH:20]=[CH:19][C:10]([CH:11]=[C:12]3[S:16][C:15](=[O:17])[NH:14][C:13]3=[O:18])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:30][CH2:31][OH:32]>CN(C=O)C>[F:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[CH:20]=[CH:19][C:10](/[CH:11]=[C:12]3/[C:13](=[O:18])[N:14]([CH2:30][CH2:31][OH:32])[C:15](=[O:17])[S:16]/3)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 342-ChloroethanolHCID 11430Potassium CarbonateHCID 85069289HCID 85069289, compound

Product 1

HCID 10406148HCID 10406148, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-(4-(4-fluorophenoxy)benzylidene)thiazolidine-2,4-dione (0.05 g) in a 1:1 mixture of ThF and DMF (1.6 mL) was added anhydrous K2CO3 (0.022 g). To the well stirred homogeneous mixture was added 2-chloro-ethanol (0.04 g) and stirred ovemight at room temperature. The reaction was diluted with ice-water, extracted with EtOAc, and the organic layer was washed with water, dried (Na2SO4) and concentrated in vacuo to give the titled compound.

Workup

  1. stirringstirred ovemight at room temperature
  2. extractionextracted with EtOAc
  3. washthe organic layer was washed with water
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-58482047658848fd87c3bae2b28f858c
Source dataset
uspto-grants-2008_03
Patent number
US07348348B2

Reaction notes

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