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Trifluoroacetic acid → HCID 178511086, 화합물

HRID 1257709
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HRID 1257709 반응식
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][C:15]#[N:16])[CH2:10][CH2:9]1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][C:15]#[N:16])[CH2:10][CH2:9]1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 178453919HCID 178453919, 화합물

생성물 1

HCID 178511086HCID 178511086, 화합물수율 97%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of trans (4-cyanomethyl-cyclohexyl)-carbamic acid tert-butyl ester (0.71 g, 3.00 mmol) in DCM (15 mL) was treated with trifluoroacetic acid (2 mL) and the mixture was stirred at ambient temperature for 2.5 hours, then concentrated under vacuum. The residue was purified by column chromatography using Isolute SCX-2 cartridge (eluting with MeOH then 2M NH3 in MeOH). The relevant fractions were combined and concentrated under vacuum to afford 0.40 g (97%) of trans (4-amino-cyclohexyl)-acetonitrile that was used without further purification. 1H NMR (400 MHz, CDCl3) δ: 3.52-3.42 (m, 2H), 2.69-2.60 (m, 1H), 2.26 (d, 2H), 1.94-1.83 (m, 4H), 1.70-1.57 (m, 1H), 1.24-1.06 (m, 4H).

후처리

  1. concentrationconcentrated under vacuum
  2. customThe residue was purified by column chromatography
  3. washeluting with MeOH
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-6ae9664bca2d4703b72c10abac8301b4
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08461328B2

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