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

HRID 1426295ノート

反応式

HRID 1426295 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2bf7ec3441d4425284b5b09565ce4d44
出典データセット
uspto-grants-2015_01
特許番号
US08933085B2

反応ノート

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