Stannous chloride dihydrate → 3,5-Dichloro-4-methylaniline

HRID 1670808

反応式

HRID 1670808 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[CH3:12].O.O.[Sn](Cl)Cl>CN(C=O)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([Cl:11])[C:3]=1[CH3:12])[NH2:8]

参加物

5

反応物 2

HCID 61436Stannous chloride dihydrateHCID 2516701,3-Dichloro-2-methyl-5-nitrobenzene

生成物 1

HCID 6411543,5-Dichloro-4-methylaniline収率 80%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Dissolve 1,3-dichloro-2-methyl-5-nitrobenzene (0.50 g, 2.43 mmol) in DMF and treat with tin (II) chloride dihydrate (2.74 g, 12.1 mmol) in a single portion. Stir the reaction for 1 hour, dilute with ethyl acetate, and filter through celite. Wash the filtrate four times with water and twice with brine, dry over MgSO4, filter and concentrate to a dark oil. Purify the residue by silica gel chromatography eluting with a gradient of 5% to 10% ethyl acetate in hexanes to give 342 mg (80%) of the titled product as white flakes.

後処理

  1. customthe reaction for 1 hour
  2. filtrationfilter through celite
  3. washWash the filtrate four times with water
  4. dry with materialtwice with brine, dry over MgSO4
  5. filtrationfilter
  6. concentrationconcentrate to a dark oil
  7. customPurify the residue by silica gel chromatography
  8. washeluting with a gradient of 5% to 10% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-92bd0f78ff0d4fe28be43870e0a3aee5
出典データセット
uspto-grants-2011_08
特許番号
US07994176B2

関連ノート

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