Iodine → 1,1'-disulfanediylbis(2-bromobenzene)

HRID 1977925ノート

反応式

HRID 1977925 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[OH-].[Na+].II>C(OCC)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Br:1]

参加物

5

反応物 3

HCID 807IodineHCID 14798Sodium HydroxideHCID 805982-Bromobenzenethiol

生成物 1

HCID 2334811,1'-disulfanediylbis(2-bromobenzene)収率 86.3%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a mixture of 2-bromothiophenol (20.0 g, 106 mmol) and 2N sodium hydroxide solution (100 mL) in diethyl ether (400 mL) was added solid iodine (13.4 g, 53.0 mmol) in portions. The mixture was stirred at room temperature for 1 hour at which time the ether layer was separated. The aqueous layer was extracted with a fresh portion of ether and the combined ether layers were washed once with water, once with a saturated sodium chloride solution, dried over sodium sulfate, filtered, and concentrated in vacuo to provide 17.2 g (43%) of intermediate product as a white solid: mp 95-97° C.; NMR (CDCl3) 7.52 (m, 4H), 7.25 (t, J=9.7 Hz, 2H), 7.06 (t, J=9.7 Hz, 2H); MS-FD m/e 380 (p+4, 20), 379 (p+3, 30), 378 (p+2, 85), 376 (p, 100), 374 (p−2, 75); IR.

後処理

  1. customwas separated
  2. extractionThe aqueous layer was extracted with a fresh portion of ether
  3. washthe combined ether layers were washed once with water, once with a saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-159b530083514d1bb6b72cfc8c50d9ec
出典データセット
uspto-grants-2001_05
特許番号
US06235785B1

反応ノート

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