4-Fluoro-2-methylaniline → 1-(4-Fluoro-2-methylphenyl)piperazine dihydrochloride

HRID 69730

반응식

HRID 69730 반응식
[ClH:1].[Cl:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7]Cl.[F:9][C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[C:12]([CH3:17])[CH:11]=1>CC(O)C>[ClH:2].[ClH:1].[F:9][C:10]1[CH:16]=[CH:15][C:13]([N:14]2[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]2)=[C:12]([CH3:17])[CH:11]=1

참가 물질

4

반응물 2

HCID 679824-Fluoro-2-methylanilineHCID 522769Bis(2-chloroethyl)amine hydrochloride

생성물 1

HCID 184230711-(4-Fluoro-2-methylphenyl)piperazine dihydrochloride수율 5.6%

시약·촉매·용매 1

HCID 3776Isopropanol용매2회

반응 조건

온도
100 °C

실험 절차

Bis(2-chloroethyl)amine hydrochloride (1.79 g, 10.03 mmol) and 4-fluoro-2-methylaniline (1.26 g, 10.07 mmol) were dissolved in 2-propanol (Volume: 10 mL) and stirred in a closed vial at 100° C. overnight. The reaction mixture was diluted with i-PrOH (10 mL) and cooled to 10° C. The resulting precipitate was filtered and purified using HPLC (10-80% ACN in water, TFA-buffered). The fractions were concentrated in vacuo, suspended in ether (3 mL) and treated with 4N HCl in dioxane (1 mL). The precipitate was filtered and dried in vacuum to afford 1-(4-fluoro-2-methylphenyl)piperazine dihydrochloride (150 mg, 0.561 mmol, 5.60% yield). ESI-MS: m/z 195 (M+H)+.

후처리

  1. temperaturecooled to 10° C
  2. filtrationThe resulting precipitate was filtered
  3. custompurified
  4. concentrationThe fractions were concentrated in vacuo
  5. additiontreated with 4N HCl in dioxane (1 mL)
  6. filtrationThe precipitate was filtered
  7. customdried in vacuum

출처 및 근거

ORD 기록
ord-d1a58bff758f4adc97b8d733c6b1ea16
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822470B2

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