Thiophenol → HCID 10900146, compound

HRID 1184682Notes

Reaction equation

HRID 1184682 reaction equation
[CH:1]1([C:7](Cl)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[C:17]1([SH:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CCCC(C)C.C(OCC)(=O)C>C1(C)C=CC=CC=1>[CH:1]1([C:7](=[O:8])[S:23][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 7969ThiophenolHCID 8471TriethylamineHCID 75938Cyclohexanecarbonyl chlorideHCID 21882781Isohexane ethyl acetate

Product 1

HCID 10900146HCID 10900146, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

Cyclohexanecarbonyl chloride (669 μL, 5.0 mmol) in 15 mL toluene was added to a solution of triethylamine (0.70 mL, 5.0 mmol) and thiophenol (0.51 mL, 5.0 mmol) in 10 mL toluene. Reaction monitoring was accomplished by TLC: iso-hexane/ethyl acetate 25:1, Rf=0.45. Workup yielded 1016 mg (92%) S-phenyl cyclohexanecarbothioate 8 as crystalline colourless solid.

Workup

  1. customReaction monitoring

Sources & evidence

ORD record
ord-53ec1880bbcd47808737e78bea57982f
Source dataset
uspto-grants-2014_03
Patent number
US08669283B2

Reaction notes

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