Methanol → HCID 18333852, compound

HRID 2269223Notes

Reaction equation

HRID 2269223 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].BrC[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH3:15]O>>[CH:1]([NH:4][CH2:15][C:8]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[CH2:7])([CH3:3])[CH3:2]

Participants

4

Procedure

9 g of isopropylamine was dissolved in 20 ml of methanol under stirring with ice cooling, and 5 ml of the methanol containing 3.0 g (15.2 mmol), of α bromomethylstyrene obtained in Preparation Example 19 was dropped into the solution. After heating to room temperature and stirring for 18 hours, the solution was washed by concentration under reduced pressure. 150 ml of chloroform was added to the residue and the solution was washed with saturated sodium hydrogen carbonate. After drying the solution with magnesium sulfate, the solvent was distilled off. Purification was performed by silica gel column chromatography (chloroform˜chloroform:methanol=50:1). Yield: 2.14 g, % yield: 80.3%.

Workup

  1. customobtained in Preparation Example 19
  2. additionwas dropped into the solution
  3. washthe solution was washed by concentration under reduced pressure
  4. addition150 ml of chloroform was added to the residue
  5. washthe solution was washed with saturated sodium hydrogen carbonate
  6. dry with materialAfter drying the solution with magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customPurification

Sources & evidence

ORD record
ord-af1c749cda8e4d5bad3410462f9c2920
Source dataset
uspto-grants-2001_12
Patent number
US06329399B1

Reaction notes

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