3-Phenoxybenzyl chloride → HCID 13194582、化合物

HRID 354698

反応式

HRID 354698 の反応式
[O:1]([C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH2:11]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F-:16].[K+]>[Br-].C([P+](CCCC)(CCCC)CCCCCCCCCCCCCCCC)CCC.O>[O:1]([C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH2:11][F:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 932913-Phenoxybenzyl chlorideHCID 522689Potassium Fluoride

生成物 1

HCID 13194582HCID 13194582、化合物収率 49%

試薬・触媒・溶媒 2

HCID 84716Hexadecyltributylphosphonium bromide触媒HCID 962Water溶媒

反応条件

温度
130 °C

実験手順

3-Phenoxybenzyl chloride (4.37 g), potassium fluoride (5.8 g), tri-n-butylhexadecylphosphonium bromide (1.2 g) and water (10 ml) were stirred for a period of 8 hours in a pressure bottle heated at a temperature of 130° C. The oil was separated and the aqueous phase was diluted with water and extracted with ethylene dichloride. The oil and ethylene dichloride extract were combined and the phosphonium salt was removed by chromatography over silica gel (15 g). The eluate was concentrated and distilled to give 3-phenoxybenzyl fluoride (1.96 g; 49%) b.p. 92°-95° C. at 0.3 mm Hg. (The product was stabilized by the addition of a small amount of anhydrous calcium carbonate to prevent acid catalysed polymerization).

後処理

  1. customThe oil was separated
  2. additionthe aqueous phase was diluted with water
  3. extractionextracted with ethylene dichloride
  4. extractionThe oil and ethylene dichloride extract
  5. customthe phosphonium salt was removed by chromatography over silica gel (15 g)
  6. concentrationThe eluate was concentrated
  7. distillationdistilled

出典と根拠

ORDレコード
ord-cdcd3a4ab5264453a0fe4d4efc250155
出典データセット
uspto-grants-1983_03
特許番号
US04376784

関連ノート

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