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

HRID 1436908
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HRID 1436908 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-2dc5eb58397d403f947fcb526c49a766
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07619092B2

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