(E)-5-(3-bromophenyl)pent-4-enoic acid → 5-(3-bromophenyl)pentanoic Acid

HRID 1684860ノート

反応式

HRID 1684860 の反応式
[Br:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[CH2:10][CH2:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][CH:7]=1>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][CH:7]=1

参加物

3

反応物 1

HCID 11579732(E)-5-(3-bromophenyl)pent-4-enoic acid

生成物 1

HCID 116804435-(3-bromophenyl)pentanoic Acid収率 99%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Example 1, (E)-5-(3-Bromophenyl)pent-4-enoic acid (4 g, 15.8 mmol), was dissolved in absolute ethanol (200 mL) and flushed with nitrogen before addition of 5% platinum sulfide on carbon (2.5 g). The solution was flushed with hydrogen at atmospheric pressure and stirred 5 hours. The catalyst was removed by filtration through diatomaceous earth (Celite®) and the solvent immediately removed by rotory evaporation (in order to minimized esterification) to give Example 2, 5-(3-bromophenyl)pentanoic acid 4 g (99%) which was carried forward without further purification. 1H NMR (500 MHz, CDCl3) δ 7.31-7.30 (m, 2H), 7.13 (t, J=7.6 Hz, 1H), 7.09-7.07 (d, J=7.6 Hz, 1H), 2.60 (t, J=7.0 Hz, 2H), 2.37 (t, J=7.0 Hz, 2H), 1.68-1.65 (m, 4H). RT=2.1 minutes (condition 1); LRMS: Anal. Calcd. for C11H13BrO2: 255.00. found: 254.99 (M−H).

後処理

  1. customflushed with nitrogen before addition of 5% platinum sulfide on carbon (2.5 g)
  2. customThe solution was flushed with hydrogen at atmospheric pressure
  3. customThe catalyst was removed by filtration through diatomaceous earth (Celite®)
  4. customthe solvent immediately removed by rotory evaporation (in order to minimized esterification)

出典と根拠

ORDレコード
ord-fa5941ce5c2e4e1c8113abd150205da6
出典データセット
uspto-grants-2012_04
特許番号
US08147818B2

反応ノート

読み込み中…