Water → (S)-1,4-dibenzyl-2-vinylpiperazine

HRID 131391노트

반응식

HRID 131391 반응식
C(O)(=O)C(C1C=CC=CC=1)O.[CH2:12]([N:19]1[CH2:24][CH2:23][N:22]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:21][C@@H:20]1[CH:32]=[CH2:33])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.O.[OH-].[Na+]>CC(OC)(C)C>[CH2:12]([N:19]1[CH2:24][CH2:23][N:22]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:21][C@@H:20]1[CH:32]=[CH2:33])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 69215334(s)-1,4-Dibenzyl-2-vinyl-piperazine mandelic acid salt

생성물 1

HCID 17759473(S)-1,4-dibenzyl-2-vinylpiperazine수율 99.7%

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매

실험 절차

Combine (S)-1,4-dibenzyl-2-vinyl-piperazine mandelic acid salt (200.0 g, 0.450 mol), water (1 L), and 5N sodium hydroxide (112.5 mL, 0.562 mol) and stir at ambient temperature for 15 minutes. Add MTBE (1 L) and stir at ambient temperature for 1 hour. Layer separate and wash the organics with water (2×1 L). Dry the organics over sodium sulfate, filter and concentrate in vacuo to afford 131.2 g of the title compound as an oil (99.7%). 1H NMR (500 MHz, DMSO-d6) δ 2.00 (bt, 1H), 2.07 (d, 2H), 2.56 (m, 1H), 2.58 (d, 2H), 2.84 (t, 1H), 3.02 (d, 1H), 3.49 (s, 2H), 3.91 (d, 1H), 5.15 (d, 1H), 5.25 (d, 1H), 5.81 (m, 1H), 7.27 (m, 10H). MS (ES+) M+H calcd for C20H24N2 292.43; found 293.10.

후처리

  1. customLayer separate
  2. washwash the organics with water (2×1 L)
  3. dry with materialDry the organics over sodium sulfate
  4. filtrationfilter
  5. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-2c24091a62b3424e8e1cf2377cd188d0
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384934B2

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