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Water → 5-Bromo-3-phenyl-2,1-benzisoxazole

HRID 1380010
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인쇄 미리보기

반응식

HRID 1380010 반응식
[C:1]1([CH2:7][C:8]#N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].[Br:12][C:13]1[CH:18]=C[C:16]([N+:19]([O-])=[O:20])=[CH:15][CH:14]=1.O>CO>[Br:12][C:13]1[CH:14]=[CH:15][C:16]2[C:8]([CH:18]=1)=[C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[O:20][N:19]=2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8794PhenylacetonitrileHCID 114661-Bromo-4-nitrobenzeneHCID 14797Potassium Hydroxide

생성물 1

HCID 3472905-Bromo-3-phenyl-2,1-benzisoxazole수율 55.2%

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
50 °C

실험 절차

Phenylacetonitrile (8.1 g, 69 m mol) was added to a room temperature solution of potassium hydroxide (85%) (74 g, 1.1 mol) in methanol (150 ml). To this was added 4-bromo-1-nitrobenzene (12.7 g, 63 m mol) suspended in methanol (130 ml). An exotherm was noted and the reaction was maintained at 50° C. for 5 hrs. After cooling to room temperature, water (400 ml) was added. The precipitate was collected and washed with water. The crude product (13.15 g) was crystallized from hot methanol (200 ml) to yield yellow needles (9.52 g, mp 113°-116° C.).

후처리

  1. temperatureAfter cooling to room temperature
  2. customThe precipitate was collected
  3. washwashed with water
  4. customThe crude product (13.15 g) was crystallized from hot methanol (200 ml)

출처 및 근거

ORD 기록
ord-72ee624d4f1e4e03b103ccb49c0765ba
출처 데이터셋
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04579679

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