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

HRID 1977925노트

반응식

HRID 1977925 반응식
[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]

참가 물질

5

반응물 3

HCID 807IodineHCID 14798Sodium HydroxideHCID 805982-Bromobenzenethiol

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-159b530083514d1bb6b72cfc8c50d9ec
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235785B1

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