Stannous chloride dihydrate → HCID 67497584, 화합물

HRID 1628225노트

반응식

HRID 1628225 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[CH:11][C:10]=1[N+:21]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.[Sn](Cl)Cl>C(OCC)(=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][N:18]=[CH:19][CH:20]=2)=[CH:11][C:10]=1[NH2:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 67497417HCID 67497417, 화합물

생성물 1

HCID 67497584HCID 67497584, 화합물수율 115.8%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-(4-(benzyloxy)-3-nitrophenyl)pyridine 13.0 (1.52 g, 4.97 mmol) in ethyl acetate (20 mL) was added tin(II) chloride dihydrate (4.49 g, 19.87 mmol). The mixture was heated to reflux for 2 hours, then quenched with 100 ml 1N NaOH. The resulting mixture was stirred overnight at room temperature, then partitioned between AcOEt and water. The organic phase was dried on MgSO4 and concentrated to afford 2-(benzyloxy)-5-bromobenzenamine 13.D (1.59 g, 115% yield) which was used in the next step without any further purification.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 hours
  3. customquenched with 100 ml 1N NaOH
  4. custompartitioned between AcOEt and water
  5. customThe organic phase was dried on MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-19eb16209e774f2fbb40ab4d885efff4
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785468B2

반응 노트

불러오는 중…