3-Phenoxybenzyl chloride → HCID 13194582, 화합물

HRID 354698

반응식

HRID 354698 반응식
[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

참가 물질

5

반응물 2

HCID 932913-Phenoxybenzyl chlorideHCID 522689Potassium Fluoride

생성물 1

HCID 13194582HCID 13194582, 화합물수율 49%

시약·촉매·용매 2

HCID 84716Hexadecyltributylphosphonium bromide촉매HCID 962Water용매

반응 조건

온도
130 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-cdcd3a4ab5264453a0fe4d4efc250155
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04376784

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