Water → N-methyl-2-(2-bromomethylphenyl)-2-methoxyiminoacetamide

HRID 1585815노트

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HRID 1585815 반응식
[C:1]([Br:5])(Br)(Br)Br.[CH3:6][NH:7][C:8](=[O:21])[C:9]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1CO)=[N:10][O:11][CH3:12].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>O1CCCC1>[CH3:6][NH:7][C:8](=[O:21])[C:9]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH2:1][Br:5])=[N:10][O:11][CH3:12]

참가 물질

6

반응물 4

HCID 962WaterHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 544725602-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide

생성물 1

HCID 53790204N-methyl-2-(2-bromomethylphenyl)-2-methoxyiminoacetamide수율 57%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Carbon tetrabromide (0.33 g) was added to a solution of N-methyl-2-(2-hydroxymethylphenyl)-2-methoxyiminoacetamide (0.11 g) and triphenylphosphine (0.26 g) in tetrahydrofuran (10 ml) at 0° C. The reaction mixture was stirred at 0° C. for 11/2 hours and then at room temperature for 1 hour. The reaction mixture was then poured into water and extracted three times with ethyl acetate. The combined extracts were washed with brine and dried over magnesium sulphate. The solution was then concentrated under reduced pressure to leave a gum. Column chromatography (eluting with diethyl ether on silica gel) gave the N-methyl-2-(2-bromomethylphenyl)-2-methoxyiminoacetamide as a gum (80 mg, 57%). 1H NMR (CDCl3) δ 2.95(d,3H), 4.0(s,3H), 4.35(s,2H), 6.8(brs,1H), 7.1-7.5(m,4H) ppm.

후처리

  1. waitat room temperature for 1 hour
  2. extractionextracted three times with ethyl acetate
  3. washThe combined extracts were washed with brine
  4. dry with materialdried over magnesium sulphate
  5. concentrationThe solution was then concentrated under reduced pressure
  6. customto leave a gum
  7. washColumn chromatography (eluting with diethyl ether on silica gel)

출처 및 근거

ORD 기록
ord-07eecb609eca4c209dea6d902439d0f7
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05939563

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