Triethylamine → HCID 14989151, compound

HRID 728394Notes

Reaction equation

HRID 728394 reaction equation
[CH3:1][C:2]([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].Cl[CH:18]([CH3:22])[C:19](=[O:21])[CH3:20].C(N(CC)CC)C>C(OCC)C>[CH3:4][C:2]([C:5]1[CH:10]=[C:9]([S:11][CH:18]([CH3:22])[C:19](=[O:21])[CH3:20])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:1])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 200263-Chloro-2-butanoneHCID 703702,6-Di-tert-butyl-4-mercaptophenol

Product 1

HCID 14989151HCID 14989151, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title product of Example 2 (3.0 g, 0.0126 mole) was reacted with 3-chloro-2-butanone (1.27 ml) and triethylamine (1.7 ml) in ethyl ether (20 ml) at room temperature overnight. The mixture was filtered, the crystals washed with ethyl ether and the combined filtrates evaporated in vacuo. The crude product was chromatographed on silica then recrystallized from ethyl acetate/hexane to give the title compound, m.p. ca. 94-97° C.

Workup

  1. filtrationThe mixture was filtered
  2. washthe crystals washed with ethyl ether
  3. customthe combined filtrates evaporated in vacuo
  4. customThe crude product was chromatographed on silica
  5. customthen recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-42499953255d405d86b245a6100c8aad
Source dataset
uspto-grants-1991_09
Patent number
US05047593

Reaction notes

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