Nitrogen → 1-(bromomethyl)pyrene

HRID 2354472

反応式

HRID 2354472 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 12740431-(bromomethyl)pyrene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a2d13e8ea58f4d06abef20701b4a8dd8
出典データセット
uspto-grants-2010_07
特許番号
US07754107B2

関連ノート

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