Carbon tetrabromide → 4-[(3-Bromopropyl)thio]-2,6-bis(1,1-dimethylethyl)phenol

HRID 1682542노트

반응식

HRID 1682542 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:20][C:21]([C:24]1[CH:29]=[C:28]([S:30][CH2:31][CH2:32][CH2:33]O)[CH:27]=[C:26]([C:35]([CH3:38])([CH3:37])[CH3:36])[C:25]=1[OH:39])([CH3:23])[CH3:22].C(Br)(Br)(Br)[Br:41]>CCOCC>[Br:41][CH2:33][CH2:32][CH2:31][S:30][C:28]1[CH:29]=[C:24]([C:21]([CH3:23])([CH3:22])[CH3:20])[C:25]([OH:39])=[C:26]([C:35]([CH3:38])([CH3:37])[CH3:36])[CH:27]=1

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 214746842,6-Bis(1,1-dimethylethyl)-4-[(3-hydroxypropyl)thio]phenol

생성물 1

HCID 190446984-[(3-Bromopropyl)thio]-2,6-bis(1,1-dimethylethyl)phenol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Triphenylphosphine (17.54 g, 66.89 mmol) was added to a stirred solution of 2 (9.9 g, 33.44 mmol) and carbon tetrabromide (22.18 g, 66.89 mmol) in dry ether. After stirring at room temperature for 18 hours, the reaction mixture was concentrated and the crude product was chromatographed (silica gel; hexane/ethyl acetate 98/2) to give 3 in quantitative yield. The structural assignment was supported by the 1H-NMR spectra in CDCl3.

후처리

  1. concentrationthe reaction mixture was concentrated
  2. customthe crude product was chromatographed (silica gel; hexane/ethyl acetate 98/2)
  3. customto give 3 in quantitative yield

출처 및 근거

ORD 기록
ord-b196dc17a74d4b98bb0678282b7b4b9e
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05635514

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