Butylamine → HCID 178448983、化合物

HRID 254534ノート

反応式

HRID 254534 の反応式
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH:4]=O.[CH2:11]([NH2:15])[CH2:12][CH2:13][CH3:14]>C1(C)C=CC=CC=1.C(OCC)(=O)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH2:11](/[N:15]=[CH:4]/[C:3]1[C:2]([F:1])=[CH:9][CH:8]=[CH:7][C:6]=1[F:10])[CH2:12][CH2:13][CH3:14]

参加物

6

反応物 2

HCID 8007ButylamineHCID 1362842,6-Difluorobenzaldehyde

生成物 1

HCID 178448983HCID 178448983、化合物収率 86.1%

試薬・触媒・溶媒 3

HCID 6101p-Toluenesulfonic acid触媒HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 25.4 g (179 mmol) 2,6-difluorobenzaldehyde, 19.5 ml (197 mmol) N-butylamine and 0.68 g (3.57 mmol) p-toluenesulfonic acid in 120 ml toluene was heated in a Dean-Stark apparatus at reflux for 3 hours. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate and washed sequentially with water (twice) and with saturated brine. The organic phase was dried over Na2SO4, filtered, and concentrated in vacuo to afford the title compound 30.4 g (86%) as a brown oil which was used in the next step without further purification. MS (ISP): 198.3 ([M+H]+, 100%).

後処理

  1. temperaturewas heated in a Dean-Stark apparatus
  2. temperatureat reflux for 3 hours
  3. washwashed sequentially with water (twice) and with saturated brine
  4. dry with materialThe organic phase was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-80a29760f07746cd8884e0fca3e57ba8
出典データセット
uspto-grants-2011_01
特許番号
US07875645B2

反応ノート

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