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Phosphorus tribromide → 3-Bromomethyl-4-(4-fluorophenyl)-2-isopropyl-1-oxo-1,2-dihydroisoquinoline

HRID 1084451
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HRID 1084451 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:18])[N:10]([CH:19]([CH3:21])[CH3:20])[C:9]=2[CH2:22]O)=[CH:4][CH:3]=1.P(Br)(Br)[Br:25]>C(OCC)C>[Br:25][CH2:22][C:9]1[N:10]([CH:19]([CH3:21])[CH3:20])[C:11](=[O:18])[C:12]2[C:17]([C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24614Phosphorus tribromideHCID 20063372HCID 20063372, 화합물

생성물 1

HCID 200633113-Bromomethyl-4-(4-fluorophenyl)-2-isopropyl-1-oxo-1,2-dihydroisoquinoline

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A solution of 4-(4-fluorophenyl)-3-hydroxymethyl-2-isopropyl-1-oxo-1,2-dihydroisoquinoline [5.0 g; prepared as described in Reference Example 2(e)] in diethyl ether (200 ml) was treated with phosphorus tribromide (2.0 ml). The resulting mixture was stirred and heated at reflux for 90 minutes, and then cooled and diluted with diethyl ether (200 ml). The solution was washed with water (3×50 ml), dried over magnesium sulphate, and evaporated to dryness, to give 3-bromomethyl-4-(4-fluorophenyl)-2-isopropyl-1-oxo-1,2-dihydroisoquinoline in the form of a white solid (5.8 g), m.p. 116°-119° C.

후처리

  1. temperatureheated
  2. temperatureat reflux for 90 minutes
  3. temperaturecooled
  4. washThe solution was washed with water (3×50 ml)
  5. dry with materialdried over magnesium sulphate
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-58e978bbfb244dd296cd41fde0ec8859
출처 데이터셋
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05004747

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