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Acetyl chloride → N-((4-hydroxymethyl-2,6-dimethylphenyl)methyl)acetamide

HRID 1282063
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HRID 1282063 반응식
[NH2:1][CH2:2][C:3]1[C:10]([CH3:11])=[CH:9][C:6]([CH2:7][OH:8])=[CH:5][C:4]=1[CH3:12].C(=O)([O-])[O-].[K+].[K+].[C:19](Cl)(=[O:21])[CH3:20]>C(OCC)(=O)C.O>[OH:8][CH2:7][C:6]1[CH:9]=[C:10]([CH3:11])[C:3]([CH2:2][NH:1][C:19](=[O:21])[CH3:20])=[C:4]([CH3:12])[CH:5]=1
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참가 물질

6

반응물 3

HCID 6367Acetyl chlorideHCID 11430Potassium CarbonateHCID 23383595[4-(Aminomethyl)-3,5-dimethylphenyl]methanol

생성물 1

HCID 18423136N-((4-hydroxymethyl-2,6-dimethylphenyl)methyl)acetamide

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-aminomethyl-3,5-dimethylbenzyl alcohol (2.3 g) in ethyl acetate (70 ml) was added a solution of potassium carbonate (2.0 g) in water (35 ml). To this solution was added acetyl chloride (0.95 ml) under ice-cooling. This mixture was stirred at room temperature for 1 hr. The reaction mixture was extracted with ethyl acetate, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated and the obtained residue was recrystallized from methanol-ethyl acetate to give the title compound (2.0 g) as white crystals, m.p.=193.5-194.5° C.

후처리

  1. temperaturecooling
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated
  6. customthe obtained residue was recrystallized from methanol-ethyl acetate

출처 및 근거

ORD 기록
ord-31a2246e1d0d43958bb8a8d963dcdb21
출처 데이터셋
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06455528B1

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