Diethyl Ether → (2-Carboxyethyl)triphenylphosphonium bromide

HRID 13687

반응식

HRID 13687 반응식
[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]

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 115533-Bromopropionic acidHCID 11776Triphenylphosphine

생성물 1

HCID 2733850(2-Carboxyethyl)triphenylphosphonium bromide수율 68.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-060003a7a2704584a930000b029c00b0
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728150B2

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