Pyridine → HCID 178526194, compound

HRID 2285869Notes

Reaction equation

HRID 2285869 reaction equation
C(Cl)Cl.S[CH2:5][C:6]([OH:8])=O.N1C=CC=CC=1.FC(F)(F)[S:17]([O-])(=O)=O.[F:23][C:24]([F:60])([C:56]([F:59])([F:58])[F:57])[C:25]([F:55])([F:54])[C:26]([F:53])([F:52])[C:27]([F:51])([F:50])[C:28]([F:49])([F:48])[C:29]([F:47])([F:46])[C:30]([F:45])([F:44])[C:31]([F:43])([F:42])[C:32]([F:41])([F:40])[I+]C1C=CC=CC=1>C(OCC)C.CCCCC>[F:23][C:24]([F:60])([C:56]([F:59])([F:58])[F:57])[C:25]([F:55])([F:54])[C:26]([F:53])([F:52])[C:27]([F:51])([F:50])[C:28]([F:49])([F:48])[C:29]([F:47])([F:46])[C:30]([F:45])([F:44])[C:31]([F:43])([F:42])[C:32]([F:41])([F:40])[CH2:5][C:6]([OH:8])=[S:17]

Participants

7

Reactant 4

HCID 1049PyridineHCID 1133Thioglycolic AcidHCID 6344DichloromethaneHCID 20510805HCID 20510805, compound

Product 1

HCID 178526194HCID 178526194, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8003PentaneSolvent

Procedure

3 ml of methylene chloride, 0.036 ml of mercaptoacetic acid and 0.04 ml of pyridine were charged in a flask, and 384 mg of heneicosafluoro-n-decylphenyliodonium trifluoromethanesulfonate was added thereto while stirring at room temperature, followed by allowing the mixture to react for 30 minutes at room temperature. The reaction mixture was subjected to silica gel column chromatography, and pentane and then diethyl ether were passed through the column. The diethyl ether was then distilled off to obtain 240 mg (89% yield) of heneicosafluoro-n-decylthioacetic acid.

Workup

  1. customto react for 30 minutes at room temperature
  2. distillationThe diethyl ether was then distilled off

Sources & evidence

ORD record
ord-47ef50f4f1af49a5890e3c97e6ef009a
Source dataset
uspto-grants-1982_04
Patent number
US04324741

Reaction notes

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