Acetic Acid → 3-Iodo-5-morpholinoaniline

HRID 1052486노트

반응식

HRID 1052486 반응식
[I:1][C:2]1[CH:3]=[C:4]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[CH:5]=[C:6]([N+:8]([O-])=O)[CH:7]=1.C(O)(=O)C>C(O)C.O.C(=O)([O-])[O-].[Na+].[Na+].[Fe]>[I:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[CH:3]=1)[NH2:8]

참가 물질

7

반응물 2

HCID 176Acetic AcidHCID 584563064-(3-Iodo-5-nitrophenyl)morpholine

생성물 1

HCID 901027553-Iodo-5-morpholinoaniline수율 81%

시약·촉매·용매 4

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매HCID 10340Sodium Carbonate용매

실험 절차

4-(3-Iodo-5-nitrophenyl)morpholine (200 mg, 0.60 mmol, prepared according to WO 2008104754 A1 20080904) and powdered iron (142 mg, 2.54 mmol) were suspended in ethanol (2 ml) and acetic acid (240 μl, 4.20 mmol) and heated 3 h to 95° C. The reaction mixture was diluted with water, neutralised to pH=6 with sodium carbonate and extracted with ethyl acetate (×3). The organic phase was washed successively with water and brine, dried over magnesium sulphate, filtered and the solvent evaporated under reduced pressure. 179 mg (81% yield, 82% purity) of the title compound were obtained and used in the next synthetic step without further purification.

후처리

  1. extractionextracted with ethyl acetate (×3)
  2. washThe organic phase was washed successively with water and brine
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customthe solvent evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-2e345514c1d14470ac73837d4a43139f
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388189B2

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