Tert-Butylamine → HCID 15398710, compound

HRID 1722568Notes

Reaction equation

HRID 1722568 reaction equation
O1[CH:6]=[CH:5][C:4](=[O:7])[CH:3]=[CH:2]1.[C:8]([NH2:12])([CH3:11])([CH3:10])[CH3:9]>>[C:8]([N:12]1[CH:6]=[CH:5][C:4](=[O:7])[CH:3]=[CH:2]1)([CH3:11])([CH3:10])[CH3:9]

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 79684H-pyran-4-one

Product 1

HCID 15398710HCID 15398710, compound

Procedure

The starting material may be prepared as follows: A solution of 4-pyrone (730 mg.) in t-butylamine (3.0 ml.) was set aside for 3 days. The excess t-butylamine was evaporated under reduced pressure and the residue was purified by chromatography on Kieselgel 60 (20 g.) eluting with methylene chloride/MeOH 100:0 to 90:10 v/v to give 1-t-butyl-4-pyridone (530 mg.) N.m.r. in solvent A:-1.55(s, 9H); 6.4(d, 2H); 7.6(d, 2H). This material was chlorinated as described in the second part of Example 56 to give 4-chloro-1-t-butylpyridiniumtoluene-p-sulphonate.

Workup

  1. customThe starting material may be prepared
  2. customThe excess t-butylamine was evaporated under reduced pressure
  3. customthe residue was purified by chromatography on Kieselgel 60 (20 g.)
  4. washeluting with methylene chloride/MeOH 100:0 to 90:10 v/v

Sources & evidence

ORD record
ord-2915fa95b99248638d9b4e6d0dedc659
Source dataset
uspto-grants-1989_08
Patent number
US04855420

Reaction notes

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