Hydrochloric Acid → HCID 117839578, compound

HRID 1477645Notes

Reaction equation

HRID 1477645 reaction equation
[OH:1][CH2:2][C@H:3]1O[C:6](=[O:8])[CH2:5][CH2:4]1.[F:9][C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1.Cl>C(Cl)(Cl)Cl>[F:9][C:10]1[CH:16]=[CH:15][C:13]([N:14]2[C@@H:3]([CH2:2][OH:1])[CH2:4][CH2:5][C:6]2=[O:8])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 97314-FluoroanilineHCID 2733813(S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactone

Product 1

HCID 117839578HCID 117839578, compoundYield 109.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To (S)-5-(hydroxymethyl)dihydrofuran-2(3H)-one (500 mg, 4.31 mmol), 4-fluoroaniline (574 mg, 5.17 mmol) was added and the resultant mixture was stirred at 150° C. for 3 days. After completion of the reaction, chloroform and hydrochloric acid were added to the reaction solution and extraction from the resultant mixture with chloroform was performed. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain a crude product of the title compound (990 mg).

Workup

  1. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1a3d9c90022f4112a71bba5b09d9fb1d
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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