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

HRID 1682542ノート

反応式

HRID 1682542 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b196dc17a74d4b98bb0678282b7b4b9e
出典データセット
uspto-grants-1997_06
特許番号
US05635514

反応ノート

読み込み中…