Stannous chloride dihydrate → 2-Fluoro-6-(2-propyn-1-yloxy)benzenamine

HRID 1041750노트

반응식

HRID 1041750 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:9][C:10]#[CH:11])[C:3]=1[N+:12]([O-])=O.O.O.[Sn](Cl)Cl>CCOC(C)=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:9][C:10]#[CH:11])[C:3]=1[NH2:12]

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 62665059HCID 62665059, 화합물

생성물 1

HCID 866340822-Fluoro-6-(2-propyn-1-yloxy)benzenamine수율 38.5%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

To a solution of 1-fluoro-2-nitro-3-prop-2-ynyloxy-benzene (460 mg) in EtOAc (50 mL), was added tin(II) chloride dihydrate with stirring. After 6 hours the mixture was diluted with EtOAc and washed 3 times with brine. The organic layer was dried with sodium sulfate, concentrated and the residue purified by silica gel chromatography to afford 150 mg of 2-fluoro-6-prop-2-ynyloxy-phenylamine: 1H NMR (300 MHz, CDCl3) δ 6.9-6.7 (m, 3H), 4.8 (s, 2H), 4.0 (bs, 2H), 2.6 (s, 1H).

후처리

  1. washwashed 3 times with brine
  2. dry with materialThe organic layer was dried with sodium sulfate
  3. concentrationconcentrated
  4. customthe residue purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-88db162c1dc44718ba24c9c877c116e8
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552186B2

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