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Trifluoroacetic acid → 1-(3-Phenyl-1,2-oxazol-5-yl)methanamine

HRID 2111672
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인쇄 미리보기

반응식

HRID 2111672 반응식
FC(F)(F)C(O)=O.C(OC([NH:15][CH2:16][C:17]1[O:21][N:20]=[C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:18]=1)=O)(C)(C)C>C(Cl)Cl>[NH2:15][CH2:16][C:17]1[O:21][N:20]=[C:19]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 672837925-(tert-Butoxycarbonylaminomethyl)-3-phenylisoxazole

생성물 1

HCID 27641651-(3-Phenyl-1,2-oxazol-5-yl)methanamine수율 141.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (1.7 ml, 2.6 mmol) was added dropwise to a solution of 5-(tert-butoxycarbonylaminomethyl)-3-phenylisoxazole (Method 43; 473 mg, 1.73 mmol) in DCM (8 ml) cooled in an ice bath. The mixture was warmed to ambient temperature and stirred for 18 hours and the volatiles removed by evaporation. The residue was triturated with ether to give the title compound (427 mg, 86%). NMR (DMSO) 4.33 (s, 2H), 7.1 (s, 1H), 7.5 (m, 3H), 7.8 (m, 2H), 8.6 (br s, 3H).

후처리

  1. temperaturecooled in an ice bath
  2. customthe volatiles removed by evaporation
  3. customThe residue was triturated with ether

출처 및 근거

ORD 기록
ord-ca4fd63d70514e33a8f4947a3b8d19a2
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07521453B2

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