Triethylamine → HCID 18990366, compound

HRID 2395726Notes

Reaction equation

HRID 2395726 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:12](=[O:17])[C:13](Br)([CH3:15])[CH3:14])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8].C(N(CC)CC)C>N1C=CC=CC=1>[OH:1][C:2]1[CH:3]=[C:4]([C:12](=[O:17])[C:13](=[CH2:14])[CH3:15])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 18990342HCID 18990342, compound

Product 1

HCID 18990366HCID 18990366, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 3',4'-dihydroxy-5'-nitro-2-bromoisobutyrophenone (2.6 g) and triethylamine (20 ml) in pyridine (20 ml) was heated for 3 hours at 100° C. Triethylamine and pyridine were evaporated in vacuo. Ether and 2N H2SO4 were added. The organic phase was separated and dried over Na2SO4. The ether solution was treated with charcoal for 2 hours, filtered and evaporated to dryness. The residue was crystallized from dichloromethane-petroleum ether (40°-60° C). Yield 0.48 g, mp 98°-102° C.

Workup

  1. customTriethylamine and pyridine were evaporated in vacuo
  2. additionEther and 2N H2SO4 were added
  3. customThe organic phase was separated
  4. dry with materialdried over Na2SO4
  5. additionThe ether solution was treated with charcoal for 2 hours
  6. filtrationfiltered
  7. customevaporated to dryness
  8. customThe residue was crystallized from dichloromethane-petroleum ether (40°-60° C)

Sources & evidence

ORD record
ord-91a8d384f7ee48fcb7289e3a5a9398fa
Source dataset
uspto-grants-1996_02
Patent number
US05489614

Reaction notes

Loading…