2,4,6-Trimethylpyridine → HCID 23292931, compound

HRID 365702Notes

Reaction equation

HRID 365702 reaction equation
[N:1]1[C:6]([CH3:7])=[CH:5][C:4]([CH3:8])=[CH:3][C:2]=1[CH3:9].[CH2:10]([O:17][CH2:18][CH2:19]Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>O1CCCC1>[CH2:10]([O:17][CH2:18][CH2:19][CH2:8][C:4]1[CH:5]=[C:6]([CH3:7])[N:1]=[C:2]([CH3:9])[CH:3]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 79532,4,6-TrimethylpyridineHCID 73833Benzene, ((2-bromoethoxy)methyl)-

Product 1

HCID 23292931HCID 23292931, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
-40 °C

Procedure

Collidine (1), (5 g, 41.3 mmol) in dry tetrahydrofuran was added dropwise and the mixture was stirred for 60 min at -40° C. To this stirred mixture 1-benzoxy-2-bromethane (Tetrahedron Lett. 28, 2639-42, 1979) (8.24 g, 39.2 mmol) dissolved in dry tetrahydrofuran (20 ml) was added dropwise during 30 min and the reaction mixture was stirred overnight.

Workup

  1. additionwas added dropwise during 30 min
  2. stirringthe reaction mixture was stirred overnight

Sources & evidence

ORD record
ord-32661d3f241c4871b08098b70f28c544
Source dataset
uspto-grants-2000_10
Patent number
US06127529

Reaction notes

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