N-Methylmaleimide → HCID 13547657, compound

HRID 1263307Notes

Reaction equation

HRID 1263307 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([SH:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[CH3:17][N:18]1[C:22](=[O:23])[CH:21]=[CH:20][C:19]1=[O:24]>C(N(CC)CC)C>[CH3:17][N:18]1[C:22](=[O:23])[CH2:21][CH:20]([S:11][C:9]2[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]([OH:16])=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:10]=2)[C:19]1=[O:24]

Participants

4

Reactant 2

HCID 70261N-MethylmaleimideHCID 703702,6-Di-tert-butyl-4-mercaptophenol

Product 1

HCID 13547657HCID 13547657, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The procedure of Example 1 is repeated using 11.92 grams 2,6-di-tert-butyl-4-mercaptophenol, 5.55 grams N-methylmaleimide, and 0.5 grams triethylamine. The residue is recrystallized from toluene: heptane to give 15.47 grams (88% yield), m.p. 132°-132.5° C.

Workup

  1. customThe residue is recrystallized from toluene
  2. customheptane to give 15.47 grams (88% yield), m.p. 132°-132.5° C.

Sources & evidence

ORD record
ord-d0bb040fe07a4923907dd66a3780f2b2
Source dataset
uspto-grants-1984_06
Patent number
US04456716

Reaction notes

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