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Tetrahydrofuran → 5-Bromomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine

HRID 4673
ノート
印刷プレビュー

反応式

HRID 4673 の反応式
P(Br)(Br)[Br:2].OC1[C:7]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)=[N:8][CH:9]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:10](C)C=1C.C(=O)([O-])[O-].[K+].[K+].O1[CH2:39][CH2:38][CH2:37][CH2:36]1>C1C=CC=CC=1>[Br:2][CH2:36][C:37]1[C:7]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)=[N:8][C:9]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:10][C:38]=1[CH3:39]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 11430Potassium CarbonateHCID 24614Phosphorus tribromideHCID 704198775-Hydroxy-methyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine

生成物 1

HCID 104300785-Bromomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine

試薬・触媒・溶媒 1

HCID 241
Benzene
溶媒

実験手順

To a solution of phosphorus tribromide (16.85 g) in a mixture of benzene (150 ml) and tetrahydrofuran (150 ml) was dropwise added a solution of 5-hydroxy-methyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine (30 g) in tetrahydrofuran (150 ml) under cooling at 7°-10° C. After stirring for 4 hours at the same temperature, the reaction mixture was poured into ice-water (200 ml), adjusted to pH 9.5 with saturated potassium carbonate and extracted with ethyl acetate (300 ml). After filtering off an insolble material, the organic layer was washed with saturated aqueous sodium chloride, dried over magnesium sulfate and evaporated in vacuo. The residue was recrystallized from diethyl ether to give 5-bromomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine (29.08 g).

後処理

  1. temperatureunder cooling at 7°-10° C
  2. extractionextracted with ethyl acetate (300 ml)
  3. filtrationAfter filtering off an insolble material
  4. washthe organic layer was washed with saturated aqueous sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue was recrystallized from diethyl ether

出典と根拠

ORDレコード
ord-5445957897b14e47a375be80f7ca2538
出典データセット
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04727073

反応ノート

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