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Acetonitrile → (4-Carboxy-4,4-difluorobutyl)(triphenyl)phosphanium bromide

HRID 569928
ノート
印刷プレビュー

反応式

HRID 569928 の反応式
C(#N)C.[C:4]1([P:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Br:23][CH2:24][CH2:25][CH2:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>C1(C)C=CC=CC=1>[Br-:23].[C:28]([C:27]([F:32])([F:31])[CH2:26][CH2:25][CH2:24][P+:10]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)([OH:30])=[O:29]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6342AcetonitrileHCID 11776TriphenylphosphineHCID 137699515-Bromo-2,2-difluoropentanoic acid

生成物 1

HCID 20146459(4-Carboxy-4,4-difluorobutyl)(triphenyl)phosphanium bromide収率 96.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
5 °C

実験手順

Acetonitrile (23 ml) was added to a mixture of triphenylphosphine (6.7 g, 25.7 mmole) and Part (6) compound (4.6 g, 21.2 mmole). The solution was heated at gentle reflux under magnetic stirring for 30 hours. Toluene (46 ml) was then added and the reaction was brought to reflux for a brief period. The reaction was allowed to cool to 5° C. and kept overnight. The resulting white precipitates were collected, washed with cold acetonitrile/toluene (1/2), and dried in a heated vacuum oven (60° C.~5 mmHg) to give the title bromide (9.8 g, 20.4 mmole, 96.5%) as white solid.

後処理

  1. temperatureThe solution was heated
  2. temperatureat gentle reflux
  3. temperatureto reflux for a brief period
  4. waitkept overnight
  5. customThe resulting white precipitates
  6. customwere collected
  7. washwashed with cold acetonitrile/toluene (1/2)
  8. customdried in a heated vacuum oven (60° C.~5 mmHg)

出典と根拠

ORDレコード
ord-91203bff665b4ccaac8a33f9f18f443a
出典データセット
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04734424

反応ノート

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