Thiophenol → HCID 14791622, compound

HRID 1044430Notes

Reaction equation

HRID 1044430 reaction equation
[CH3:1][C:2]([CH3:8])([CH3:7])[CH2:3][C:4](Cl)=[O:5].C(N(CC)CC)C.[C:16]1([SH:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CCCC(C)C.C(OCC)(=O)C>C1(C)C=CC=CC=1>[CH3:1][C:2]([CH3:8])([CH3:7])[CH2:3][C:4](=[O:5])[S:22][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 7969ThiophenolHCID 8471TriethylamineHCID 815143,3-Dimethylbutanoyl chlorideHCID 21882781Isohexane ethyl acetate

Product 1

HCID 14791622HCID 14791622, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

3,3-Dimethylbutanoyl chloride (695 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=0.63. Workup yielded 941 mg (90%) S-phenyl 3,3-dimethylbutanethioate 5 as pale yellow oil.

Workup

  1. customReaction monitoring

Sources & evidence

ORD record
ord-446b2a267cf34656964ceba5ba71bb0e
Source dataset
uspto-grants-2013_10
Patent number
US08563598B2

Reaction notes

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