Acetic Acid → 3-Iodo-5-morpholinoaniline

HRID 1052486ノート

反応式

HRID 1052486 の反応式
[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]

参加物

7

反応物 2

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

生成物 1

HCID 901027553-Iodo-5-morpholinoaniline収率 81%

試薬・触媒・溶媒 4

HCID 23925Iron触媒HCID 702Ethanol溶媒HCID 962Water溶媒HCID 10340Sodium Carbonate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2e345514c1d14470ac73837d4a43139f
出典データセット
uspto-grants-2016_07
特許番号
US09388189B2

反応ノート

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