Water → HCID 86736613, compound

HRID 261342Notes

Reaction equation

HRID 261342 reaction equation
[C:1](Cl)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:7]([C:11]1[CH:12]=[C:13]([CH:16]=[C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:18]=1[OH:19])[CH2:14][SH:15])([CH3:10])([CH3:9])[CH3:8].C(N(CC)CC)C.O>O1CCCC1>[C:1]([S:15][CH2:14][C:13]1[CH:16]=[C:17]([C:20]([CH3:21])([CH3:22])[CH3:23])[C:18]([OH:19])=[C:11]([C:7]([CH3:10])([CH3:9])[CH3:8])[CH:12]=1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 741782,6-Di-tert-butyl-alpha-mercapto-p-cresol

Product 1

HCID 86736613HCID 86736613, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

S-(3,5-di-tert.-butyl-4-hydroxybenzyl) thiomethacrylate was prepared as follows: Methacryloyl chloride (8.65 grams) was added dropwise over 1 hour at 24° to 28° C. to a solution of 16.7 grams of 3,5-di-tert.-butyl-4-hydroxybenzyl mercaptan and 13.4 grams of triethylamine in 75 milliliters of tetrahydrofuran. The reaction mixture was stirred for 3 hours at room temperature and was then poured into 400 milliliters of water. The yellow oil which precipitated was separated by extraction with hexane. Evaporation of the hexane left 19.9 grams of a pale yellow oil.

Workup

  1. customThe yellow oil which precipitated
  2. customwas separated by extraction with hexane
  3. customEvaporation of the hexane
  4. waitleft 19.9 grams of a pale yellow oil

Sources & evidence

ORD record
ord-0554dcab996748cd9926a791594d0836
Source dataset
uspto-grants-1979_08
Patent number
US04165333

Reaction notes

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