Toluene → HCID 54399221, compound

HRID 1719573Notes

Reaction equation

HRID 1719573 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([SH:15])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[C:17]([O:21][CH3:22])(=[O:20])[CH:18]=[CH2:19].C1(C)C=CC=CC=1>C(N(CC)CC)C>[CH3:22][O:21][C:17](=[O:20])[CH2:18][CH2:19][S:15][C:7]1[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:6]=1[OH:16]

Participants

5

Reactant 3

HCID 1140TolueneHCID 7294Methyl AcrylateHCID 3041162Phenol, 2,2-bis(1,1-dimethylethyl)-6-mercapto-

Product 1

HCID 54399221HCID 54399221, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a 50 ml flask under nitrogen, a mixture of 5.00 grams of 2,4-di-tert-butyl-6-mercaptophenol, 1.80 grams of methyl acrylate and 20 mls toluene was treated with 0.50 mls of triethylamine. After stirring for three hours at ambient temperature, the solvent was removed in vacuo. The residue was purified by chromatography on silica gel using toluene/heptane eluent to give 3.90 g (57% yield) of a colorless oil.

Workup

  1. customthe solvent was removed in vacuo
  2. customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-eb1447d37e394e3080212b5acbb4ef17
Source dataset
uspto-grants-1985_09
Patent number
US04540732

Reaction notes

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