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Methylamine → Benzenemethanamine, N-methyl-3-(trifluoromethyl)-

HRID 711327
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HRID 711327 반응식
[CH3:1][NH2:2].[F:3][C:4]([F:14])([F:13])[C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH2:8]Cl>CO>[CH3:1][NH:2][CH2:8][C:7]1[CH:10]=[CH:11][CH:12]=[C:5]([C:4]([F:14])([F:13])[F:3])[CH:6]=1
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참가 물질

4

반응물 2

HCID 6329MethylamineHCID 697163-(Trifluoromethyl)benzyl chloride

생성물 1

HCID 485414Benzenemethanamine, N-methyl-3-(trifluoromethyl)-

시약·촉매·용매 1

HCID 887Methanol용매3회

반응 조건

온도
50 °C

실험 절차

To a solution of methylamine 2M in MeOH (61.5 mL, 123.3 mmol), MeOH (30 mL) was added. The mixture was heated at 50° C. under stirring and 3-(trifluoromethyl)benzyl chloride (1.6 mL, 10.3 mmol) dissolved in MeOH (10 mL) were added. The reaction mixture was stirred at this temperature for 5 h. The solvent was removed under vacuo, then NaOH 1M was added and the aqueous layer was extracted with DCM. The organic layer was filtered through a phase separator and concentrated in vacuo to give 2.19 g of a colourless oil. 1H NMR (400 MHz, CDCl3) δ ppm 7.69 (s, 1H), 7.57 (d, 1H), 7.49 (t, 2H), 3.88 (s, 2H), 2.56, (s, 3H). UPLC-MS: Rt=0.39; m/z (ES+): 190 [M+H]+.

후처리

  1. additionwere added
  2. stirringThe reaction mixture was stirred at this temperature for 5 h
  3. customThe solvent was removed under vacuo
  4. additionNaOH 1M was added
  5. extractionthe aqueous layer was extracted with DCM
  6. filtrationThe organic layer was filtered through a phase separator
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-2568bcab23064cf68da054d7159941f9
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181259B2

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