Hexane → 4-Chloro-3-(3-methyl-2-butenyloxy)benzenamine

HRID 1939338

反応式

HRID 1939338 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[O:11][CH2:12][CH:13]=[C:14]([CH3:16])[CH3:15].C(OCC)(=O)C.CCCCCC>C(O)C.O.Cl.C(OCC)C.[Fe]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[O:11][CH2:12][CH:13]=[C:14]([CH3:16])[CH3:15]

参加物

9

反応物 3

HCID 8058HexaneHCID 8857Ethyl AcetateHCID 129856901-Chloro-2-(3-methyl-2-butenyloxy)-4-nitrobenzene

生成物 1

HCID 129856914-Chloro-3-(3-methyl-2-butenyloxy)benzenamine

試薬・触媒・溶媒 5

HCID 23925Iron触媒HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a refluxing well-stirred suspension of iron powder (19.6 g, 100 mesh) in ethanol (60 mL), water (13.4 mL) and 36% hydrochloric acid (1.4 mL) was added 1-chloro-2-(3-methyl-2-butenyloxy)-4-nitrobenzene (24 g) in portions over 15-30 minutes. After 3 hours thin-layer chromotography (TLC) (ethyl acetate:hexane, 40:60) showed no substrate. The reaction mixture was then filtered hot and the iron oxide filter cake was washed with hot ethanol. The combined ethanol washes were evaporated to produce a residue. The residue was taken up in diethyl ether, washed with aqueous bicarbonate and water, dried (MgSO4), filtered, and evaporated, to give 4-chloro-3-(3-methyl-2-butenyloxy)benzenamine, 19.8 g of light brown oil.

後処理

  1. filtrationThe reaction mixture was then filtered hot
  2. filtrationthe iron oxide filter cake
  3. washwas washed with hot ethanol
  4. customThe combined ethanol washes were evaporated
  5. customto produce a residue
  6. washwashed with aqueous bicarbonate and water
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-adcec70204ab4bc7b916a2c2eaf51f9a
出典データセット
uspto-grants-1997_12
特許番号
US05696151

関連ノート

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