(3-((Dimethylamino)methyl)-5-fluorophenyl)methanol → 3-[(Dimethylamino)methyl]-5-fluorobenzaldehyde

HRID 1426295노트

반응식

HRID 1426295 반응식
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH2:12][OH:13])[CH:8]=[C:9]([F:11])[CH:10]=1)[CH3:3]>C(Cl)(Cl)Cl.[O-2].[Mn+4].[O-2]>[CH3:3][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:8]=[C:9]([F:11])[CH:10]=1)[CH:12]=[O:13])[CH3:1]

참가 물질

4

반응물 1

HCID 69673522(3-((Dimethylamino)methyl)-5-fluorophenyl)methanol

생성물 1

HCID 866664973-[(Dimethylamino)methyl]-5-fluorobenzaldehyde

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6212Chloroform용매

실험 절차

To a solution of {3-[(dimethylamino)methyl]-5-fluorophenyl}methanol (0.100 g, 0.546 mmol, from Step 1) in Chloroform (3 mL) was added manganese(IV) oxide (0.145 g, 1.42 mmol) and the mixture was heated in an oil bath held at 80° C. for 7 hours, The reaction mixture was filtered, rinsing with copious CHCl3 and the solvent was removed from the filtrate in vacuo. The product of the reaction, containing approximately 50% aldehyde and 50%) unreacted alcohol was used without further purification in Step 3. H NMR (300 MHz, CDCl3): δ 9.99 (d, 1H), 7.78 (dd, 1H), 7.67 (ddd, 1H), 7.52 (ddd, 1H), 4.28 (s, 2H), 2.84 (s, 6H); LCMS (M+H)+: 182.0.

후처리

  1. temperaturethe mixture was heated in an oil bath
  2. filtrationThe reaction mixture was filtered
  3. washrinsing with copious CHCl3
  4. customthe solvent was removed from the filtrate in vacuo
  5. customThe product of the reaction
  6. customwas used without further purification in Step 3

출처 및 근거

ORD 기록
ord-2bf7ec3441d4425284b5b09565ce4d44
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933085B2

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