Isobutylene → 1-Bromo-3-t-butylthiobenzene

HRID 36362

반응식

HRID 36362 반응식
[CH3:1][C:2](=[CH2:4])[CH3:3].[Br:5][C:6]1[CH:7]=[C:8]([SH:12])[CH:9]=[CH:10][CH:11]=1>>[C:2]([S:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:6]([Br:5])[CH:7]=1)([CH3:3])([CH3:1])[CH3:4]

참가 물질

3

반응물 2

HCID 8255IsobutyleneHCID 80597m-Bromobenzenethiol

생성물 1

HCID 214004591-Bromo-3-t-butylthiobenzene

실험 절차

Isobutylene was bubbled through 75% H2SO4 solution at -5 degrees C. until 2.65 g (47.2 mmol) of isobutylene had been absorbed. The mixture was treated with 3.8 g (20.1 mmol) of 3-bromothiophenol and then allowed to warm to room temperature and stirred for 72 hours. The reaction mixture was then poured into 40 ml of an ice/water mixture and then extracted with ether. The ether extracts were combined and washed successively with 5% NaOH, water and saturated NaCl solution and then dried (MgSO4). The solvent was removed in-vacuo and the residue distilled (69-75 degrees C., 0.6 mm) to give the title compound as a pale yellow oil. PMR (CDCl3): & 1.30 (9H, s), 7.23 (1H, t, J~8.0 Hz), 7.45-7.54 (2H, m), 7.72 (1H, t, J~1.8 Hz).

후처리

  1. customIsobutylene was bubbled through 75% H2SO4 solution at -5 degrees C
  2. extractionextracted with ether
  3. washwashed successively with 5% NaOH, water and saturated NaCl solution
  4. dry with materialdried (MgSO4)
  5. customThe solvent was removed in-vacuo
  6. distillationthe residue distilled (69-75 degrees C., 0.6 mm)

출처 및 근거

ORD 기록
ord-328eb3772c304cf0ba39ab72351a0a82
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05414007

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