Potassium Carbonate → 2-(5-Bromo-2-methoxy-phenylsulfanylmethyl)-benzonitrile

HRID 47286

反応式

HRID 47286 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([Br:9])=[CH:5][C:4]=1[SH:10].C([O-])([O-])=O.[K+].[K+].Br[CH2:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[C:21]#[N:22]>CN(C=O)C.O>[Br:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([S:10][CH2:18][C:19]2[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=2[C:21]#[N:22])[CH:5]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 895992-(Bromomethyl)benzonitrileHCID 112760175-Bromo-2-methoxybenzenethiol2 回

生成物 1

HCID 227448532-(5-Bromo-2-methoxy-phenylsulfanylmethyl)-benzonitrile収率 64.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
22 °C

実験手順

As depicted in Scheme 7 above, to a solution of 104 mg (0.470 mmol) of 2-methoxy-5-bromo-thiophenol in 5 mL of DMF was added 162 mg (1.18 mmol) of anhydrous to a solution of 104 mg (0.470 mol) of 2-methoxy-5-bromo-thiophenol in 5 mL of DMF was added 162 mg (1.18 mol) of anhydrous K2CO3. The solution was stirred for 15 minutes at 22° C. and 103 mg (0.520 mmol) of 2-bromomethyl-benzonitrile was added. The reaction was capped and heated to 40° C. for 12 hours. The mixture was subsequently diluted with 5 mL of water and extracted with ethyl acetate (2×10 mL). The organic extracts were washed with water (3×10 mL), brine (2×10 mL), and dried (Na2SO4). The solvent was evaporated and the product was purified on silica gel (eluting with 9:1 of hexane/ethyl acetate) to afford 102 mg of the product as a colorless oil.

後処理

  1. customThe reaction was capped
  2. temperatureheated to 40° C. for 12 hours
  3. extractionextracted with ethyl acetate (2×10 mL)
  4. washThe organic extracts were washed with water (3×10 mL), brine (2×10 mL)
  5. dry with materialdried (Na2SO4)
  6. customThe solvent was evaporated
  7. customthe product was purified on silica gel (eluting with 9:1 of hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-4b3f9dc3e9d847e397c505f0fa752f86
出典データセット
uspto-grants-2004_03
特許番号
US06699873B1

関連ノート

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