Sodium Hydroxide → 3,5-Dichloro-4-methoxyaniline

HRID 3125

反応式

HRID 3125 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([Cl:11])[C:3]=1[O:12][CH3:13].O.O.[Sn](Cl)Cl.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([Cl:11])[C:3]=1[O:12][CH3:13])[NH2:8]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 3097161,3-Dichloro-2-methoxy-5-nitrobenzene

生成物 1

HCID 131786513,5-Dichloro-4-methoxyaniline収率 83.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A stirred mixture of 2,6-dichloro-4-nitroanisole (4.6 g, 21 mM) and tin(II) dichloride dihydrate (23.4 g, 104 mM) in ethanol (72 mL) was refluxed for 3 hr. After cooling to room temperature, the reaction mixture was poured into ice water which was then treated with 2N sodium hydroxide until the solution became basic. The resulting mixture was filtered through diatomaceous earth and the filtrate was extracted with ethyl acetate. The combined ethyl acetate extracts were dried (MgSO4), filtered and concentrated to obtain (3.33 g, 83.7%) the title compound as a yellow-brown solid, mp 80°-81° C.; MS(CI): 192 (M+H).

後処理

  1. temperaturewas refluxed for 3 hr
  2. filtrationThe resulting mixture was filtered through diatomaceous earth
  3. extractionthe filtrate was extracted with ethyl acetate
  4. dry with materialThe combined ethyl acetate extracts were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-d1949a80f5a34ab9a1a505ee7b40c299
出典データセット
uspto-grants-1998_03
特許番号
US05733910

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