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Benzyl Bromide → 4-(2,5-Dioxo 4,4-dimethyl 3-(4-phenylmethoxy-butyl) 1-imidazolidinyl) 2-(trifluoromethyl) benzonitrile

HRID 355595
ノート
印刷プレビュー

反応式

HRID 355595 の反応式
[H-].[Na+].[CH3:3][C:4]1([CH3:28])[C:8](=[O:9])[N:7]([C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[C:12]([C:18]([F:21])([F:20])[F:19])[CH:11]=2)[C:6](=[O:22])[N:5]1[CH2:23][CH2:24][CH2:25][CH2:26][OH:27].[CH2:29](Br)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.P(O)(O)([O-])=O.[K+]>CN(C)C=O.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[O:22]=[C:6]1[N:5]([CH2:23][CH2:24][CH2:25][CH2:26][O:27][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:4]([CH3:28])([CH3:3])[C:8](=[O:9])[N:7]1[C:10]1[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[C:12]([C:18]([F:19])([F:20])[F:21])[CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 1329814-(3-(4-Hydroxybutyl)-4,4-dimethyl-2,5-dioxo-1-imidazolidinyl)-2-(trifluoromethyl)benzonitrileHCID 516951Monobasic potassium phosphate

生成物 1

HCID 221169094-(2,5-Dioxo 4,4-dimethyl 3-(4-phenylmethoxy-butyl) 1-imidazolidinyl) 2-(trifluoromethyl) benzonitrile

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒
HCID 6228Dimethylformamide溶媒

実験手順

48 mg of sodium hydride were added in several lots to 370 mg of the product of Example 58 in solution in 4 ml of dimethylformamide and the mixture was stirred for 30 minutes. Then, 0.12 ml of benzyl bromide and 40 mg of tetrabutylammonium iodide were added and after 90 minutes of reaction, the same amount of each reagent was added. The mixture was stirred for one hour and the reaction medium was poured into an ice-cooled aqueous solution of monopotassium phosphate. Extraction was carried out with ether and the extracts were washed with water and dried. The solvent was eliminated under reduced pressure and the residue was chromatographed on silica (eluant: methylene chloride--acetone 99-1) to obtain 140 mg of the expected product melting at 75°-76° C.

後処理

  1. additionthe same amount of each reagent was added
  2. stirringThe mixture was stirred for one hour
  3. extractionExtraction
  4. washthe extracts were washed with water
  5. customdried
  6. customthe residue was chromatographed on silica (eluant: methylene chloride--acetone 99-1)

出典と根拠

ORDレコード
ord-888980a7582d4f20aa82bd95658c2190
出典データセット
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
USRE035956

反応ノート

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