Hydrochloric Acid → HCID 54383067, compound

HRID 1974767Notes

Reaction equation

HRID 1974767 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH:15]=[CH:16][CH2:17][NH:18][O:19]C2CCCCO2)=[CH:4][CH:3]=1.Cl>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH:15]=[CH:16][CH2:17][NH:18][OH:19])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53881546HCID 53881546, compound

Product 1

HCID 54383067HCID 54383067, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To N-[3-[2-(4-fluorophenylthio)phenyl]prop-2-enyl]-O-tetrahydropyranyl hydroxylamine (1.76 g; 4.9 mmol) in 25 ml of methanol and cooled in an ice bath was added 2.5 ml of concentrated HCl dropwise. The reaction mixture was stirred at room temperature overnight and then concentrated to dryness. The mixture was partitioned between diethyl ether and saturated NaHCO3 and the aqueous layer extracted one more time with diethyl ether. The organics were combined, washed with water and brine and dried over K2CO3 to afford the subtitle compound.

Workup

  1. concentrationconcentrated to dryness
  2. customThe mixture was partitioned between diethyl ether and saturated NaHCO3
  3. extractionthe aqueous layer extracted one more time with diethyl ether
  4. washwashed with water and brine
  5. dry with materialdried over K2CO3

Sources & evidence

ORD record
ord-a00d497b2a4b43919e665856c75a8672
Source dataset
uspto-grants-1994_02
Patent number
US05283361

Reaction notes

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