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

HRID 2427458

반응식

HRID 2427458 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 6411543,5-Dichloro-4-methylaniline수율 80%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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 and 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.

후처리

  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

출처 및 근거

ORD 기록
ord-54a9d83375f24783981e88503eba83ea
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07968585B2

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