Ethanol → HCID 178419954, compound

HRID 2274721Notes

Reaction equation

HRID 2274721 reaction equation
[NH:1]1[C:5]2[CH:6]=[C:7]([C:10]3[O:14][C:13]([SH:15])=[N:12][N:11]=3)[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[C:16]1(CBr)[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][CH:17]=1.[CH3:28]CO>>[CH:24]1[C:25]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:21]=[CH:22][C:23]=1[CH2:28][S:15][C:13]1[O:14][C:10]([C:7]2[CH:8]=[CH:9][C:4]3[NH:3][CH:2]=[N:1][C:5]=3[CH:6]=2)=[N:11][N:12]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1378441-(Bromomethyl)naphthaleneHCID 178527937HCID 178527937, compound

Product 1

HCID 178419954HCID 178419954, compound

Procedure

1 (0.33 g, 1.5 mmol), TEA (0.209 mL, 1.5 mmol) and naphtylmethylbromide (0.332 g, 1.5 mmol) were dissolved in 10 mL of EtOH and kept under reflux overnight. The solvent was removed and the remaining oil was purified by flash-chromatography on silica gel, applying a CHCl3/MeOH gradient.

Workup

  1. temperatureunder reflux overnight
  2. customThe solvent was removed
  3. customthe remaining oil was purified by flash-chromatography on silica gel

Sources & evidence

ORD record
ord-6777432e34b040faa3a0989362d225c4
Source dataset
uspto-grants-2015_09
Patent number
US09126987B2

Reaction notes

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