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Ethylamine → N-(3,5-bistrifluoromethylbenzyl)-N-ethylamine

HRID 1436908
ノート
印刷プレビュー

反応式

HRID 1436908 の反応式
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[CH:6]=O.[CH2:17]([NH2:19])[CH3:18].O1CCCC1.[BH4-].[Na+]>CO>[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[CH2:6][NH:19][CH2:17][CH3:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6341EthylamineHCID 8028TetrahydrofuranHCID 1362473,5-Bis(trifluoromethyl)benzaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 59735055N-(3,5-bistrifluoromethylbenzyl)-N-ethylamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

In 20 ml of methanol was dissolved 24.5 g of 3,5-bistrifluoromethylbenzaldehyde, and under ice-cooling, added thereto was 60 ml of ethylamine (a 2M tetrahydrofuran solution). Subsequently, 4.38 g of sodium borohydride was slowly added thereto, and the mixture was stirred at room temperature for 3 hours. To the reaction mixture was added distilled water and concentrated under reduced pressure. The residue was extracted with dichloromethane, and the organic layer was dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→chloroform:methanol=9:1), to give 6.35 g of N-(3,5-bistrifluoromethylbenzyl)-N-ethylamine as shown in Table 135 below.

後処理

  1. temperatureunder ice-cooling
  2. additionadded
  3. additionTo the reaction mixture was added
  4. distillationdistilled water
  5. concentrationconcentrated under reduced pressure
  6. extractionThe residue was extracted with dichloromethane
  7. customthe organic layer was dried
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→chloroform:methanol=9:1)

出典と根拠

ORDレコード
ord-2dc5eb58397d403f947fcb526c49a766
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07619092B2

反応ノート

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