Water → 2-Amino-5-methylbenzenemethanamine

HRID 505323노트

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HRID 505323 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([NH2:6])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>C1COCC1>[NH2:6][CH2:4][C:3]1[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:2]=1[NH2:1]

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 103294362-Amino-5-methylbenzamideHCID 21226445Aluminium lithium hydride

생성물 1

HCID 552817432-Amino-5-methylbenzenemethanamine수율 63%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

Under an atmosphere of argon, a solution 2-amino-5-methylbenzamide (1.2 g, 80 mmol) in THF (25 ml) was added to a suspension of LiAlH4 (1.54 g, 40 mmol) in THF (25 ml) over 20 min. The suspension was heated to reflux (4 h). For workup, the mixture was cooled to 0° C., and 1.5 ml H2O, 3 ml 4n NaOH, and 3 ml H2O were added subsequently. The suspension was dried (Na2SO4), and evaporated under reduced pressure. The title compound (700 mg, 63%) was isolated from the residue by chromatographic purification (silica gel, CH2Cl2/MeOH (2M NH3)=9:1).

후처리

  1. temperatureThe suspension was heated
  2. temperatureto reflux (4 h)
  3. dry with materialThe suspension was dried (Na2SO4)
  4. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-7095db2ac5c3479f8599935a40f2adb8
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07781441B2

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