Bromine → HCID 20231438、化合物

HRID 2290557ノート

反応式

HRID 2290557 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[C:12]1[S:13][CH:14]=[CH:15][CH:16]=1.[Br:17]Br.S([O-])([O-])=O.[Na+].[Na+]>C(OCC)C.O1CCOCC1>[Br:17][C:14]1[S:13][C:12]([C:4]2[CH:5]=[CH:6][C:7]([N+:9]([O-:11])=[O:10])=[CH:8][C:3]=2[O:2][CH3:1])=[CH:16][CH:15]=1

参加物

6

反応物 3

HCID 24408BromineHCID 24437Sodium SulfiteHCID 13768627Thiophene, 2-(2-methoxy-4-nitrophenyl)-

生成物 1

HCID 20231438HCID 20231438、化合物収率 90.8%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 312751,4-Dioxane溶媒

実験手順

To a stirred 0° C. mixture of 8.0 g (0.034 mole) of 2-(2-methoxy-4-nitrophenyl)thiophene (Example 4, Step A) in 180 ml of diethyl ether was added a mixture of 10.8 g (0.07 mole) of bromine in 15.0 ml of 1,4-dioxane and 20 ml of diethyl ether. The mixture was allowed to warm to room temperature and stir for approximately 18 hours. The reaction mixture was poured into a mixture of sodium sulfite and ice water. The resultant mixture was extracted with diethyl ether, and the extract dried over anhydrous sodium sulfate. The dried extract was filtered, and the solvent evaporated from the filtrate to leave a residue. The residue was purified by column chromatography using silica gel and eluting with toluene to yield 9.7 g of 2-bromo-5-(2-methoxy-4-nitrophenyl)thiophene.

後処理

  1. additionwas added
  2. extractionThe resultant mixture was extracted with diethyl ether
  3. dry with materialthe extract dried over anhydrous sodium sulfate
  4. extractionThe dried extract
  5. filtrationwas filtered
  6. customthe solvent evaporated from the filtrate
  7. customto leave a residue
  8. customThe residue was purified by column chromatography
  9. washeluting with toluene

出典と根拠

ORDレコード
ord-9c71a027f3f544d6a3cfe3aa4da726ad
出典データセット
uspto-grants-1986_10
特許番号
US04617316

反応ノート

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