Carbon tetrabromide → (4-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide

HRID 581853ノート

反応式

HRID 581853 の反応式
[C:1]([Br:5])(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Si:25]([O:32][CH2:33][CH:34]1[CH2:38][C:37](CO)=[CH:36][CH2:35]1)([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26]>ClCCl>[Si:25]([O:32][CH2:33][CH:34]1[CH2:35][C:36]([CH2:1][Br:5])=[CH:37][CH2:38]1)([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26]

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 54331641HCID 54331641、化合物

生成物 1

HCID 53841289(4-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide収率 49.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

The carbon tetrabromide (1.39 g, 4.2 mmol) and triphenylphosphine (1.37 g, 5.2 mmol) were added in dichloromethane solution of (4-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl alcohol (0.85 g, 3.5 mmol) under ice bath and then stirred for 30 min at 0° C. The reaction mixture was stirred for overnight at room temperature, extracted with dichloromethane, dried with MgSO4, filtered, concentrated and separated by column chromatography to give a desirable product (0.53 g).

後処理

  1. stirringThe reaction mixture was stirred for overnight at room temperature
  2. extractionextracted with dichloromethane
  3. dry with materialdried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customseparated by column chromatography

出典と根拠

ORDレコード
ord-7fcaf4c39ee6443d9c0689cf8525c585
出典データセット
uspto-grants-1999_07
特許番号
US05922727

反応ノート

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