Nitrogen → 1-(bromomethyl)pyrene

HRID 2354472

반응식

HRID 2354472 반응식
[C:1]1([CH2:17]O)[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1.P(Br)(Br)[Br:20].N#N.C(=O)(O)[O-].[Na+]>ClCCl>[C:1]1([CH2:17][Br:20])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 947NitrogenHCID 24614Phosphorus tribromideHCID 1049771-PyrenemethanolHCID 516892Sodium Bicarbonate

생성물 1

HCID 12740431-(bromomethyl)pyrene

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Firstly, 500 mg of (1-pyrenyl)methanol as the starting material was dissolved in 20 mL of dehydrated dichloromethane, and then 1 mL of PBr3 was slowly dropped into the solution that was kept in an ice bath of 0° C. in an N2-atmosphere. After 12 hours of stirring with a magnetic stirrer, the mixture was neutralized with 50 ml of 0.3M sodium bicarbonate solution (4 g/150 mL) three times using a separating funnel, and then CH2Cl2 was used to extract the organic phase in the mixture. After the moisture in the organic phase was removed by anhydrous MgSO4, the solvent in the organic phase was removed under a reduced pressure to obtain 547 mg of (1-pyrenyl)bromomethane in a high purity. The completion of the bromination was confirmed by the 1H-NMR spectrum of the product in FIG. 3A and the mass spectrum (molecular weight=295.17) of the same.

후처리

  1. extractionto extract the organic phase in the mixture
  2. customAfter the moisture in the organic phase was removed by anhydrous MgSO4
  3. customthe solvent in the organic phase was removed under a reduced pressure

출처 및 근거

ORD 기록
ord-a2d13e8ea58f4d06abef20701b4a8dd8
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07754107B2

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