Water → HCID 14047789, compound

HRID 1383030Notes

Reaction equation

HRID 1383030 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([SH:16])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].O.Cl[CH2:21][N:22]1[C:26](=[O:27])[C:25]2=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]2[C:23]1=[O:32]>CC(C)=O>[C:1]([C:5]1[CH:6]=[C:7]([S:16][CH2:21][N:22]2[C:23](=[O:32])[C:24]3=[CH:31][CH:30]=[CH:29][CH:28]=[C:25]3[C:26]2=[O:27])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 703702,6-Di-tert-butyl-4-mercaptophenolHCID 87154Chloromethylphthalimide

Product 1

HCID 14047789HCID 14047789, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A vessel was charged with 12.19 grams of 3,5-di-tert-butyl-4-hydroxybenzene thiol and 3.30 grams of potassium hydroxide dissolved in 50 ml of acetone and 2 ml of water at 0° C. which was mixed with 10.0 grams of N-(chloromethyl)phthalimide. After stirring for one hour, the precipitated product was removed by filtration and then recrystallized from ethyl acetate-hexane to give 14.9 grams of product, m.p. 151°-153° C.

Workup

  1. customthe precipitated product was removed by filtration
  2. customrecrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-b6b8fa46baac4262b10ac3ac39ba81b8
Source dataset
uspto-grants-1989_02
Patent number
US04808644

Reaction notes

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