Diethyl Ether → (2-Carboxyethyl)triphenylphosphonium bromide

HRID 13687

反応式

HRID 13687 の反応式
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24].CCOCC>C(#N)C>[Br-:20].[C:23]([CH2:22][CH2:21][P+:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([OH:25])=[O:24]

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 115533-Bromopropionic acidHCID 11776Triphenylphosphine

生成物 1

HCID 2733850(2-Carboxyethyl)triphenylphosphonium bromide収率 68.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Reflux a solution of triphenylphosphine (91.3 g, 348 mmol, 1.05 equivalents) and 3-bromopropionic acid (50.7 g, 331 mmol) in acetonitrile (250 ml) for three hours, allow to sit at room temperature overnight. Add ether (400 ml) and cool in the freezer for two hours. Filter solids, rinse with ether, and dry solids under high vacuum to obtain the title compound (94.1 g, 68%). NMR (400 MHz, CDCl3): δ 3.15 (m, 2H), 3.73 (m, 2H), 7.69-7.83 (m, 15H).

後処理

  1. filtrationFilter solids
  2. washrinse with ether
  3. customdry solids under high vacuum

出典と根拠

ORDレコード
ord-060003a7a2704584a930000b029c00b0
出典データセット
uspto-grants-2010_06
特許番号
US07728150B2

関連ノート

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