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

HRID 2223318

反応式

HRID 2223318 の反応式
C([O-])([O-])=O.[K+].[K+].[CH3:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:10]=1[SH:16].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:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH3:7])=[C:10]([S:16][CH2:18][C:19]2[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=2[C:21]#[N:22])[CH:11]=1

参加物

6

反応物 3

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

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

反応条件

温度
22 °C

実験手順

As depicted in Scheme 6, 162 mg (1.18 mmol) of anhydrous K2CO3 was added to a solution of 104 mg (0.470 mmol) of 2-methoxy-5-bromo-thiophenol in 5 mL of DMF, stirred for 15 minutes at 22° C. and 103 mg (0.520 mmol) of 2-bromomethyl-benzonitrile was added, then the reaction was capped and heated to 40° C. for 12 hours. The mixture was subsequently diluted with 5 mL of water, extracted with ethyl acetate (2×10 mL), and the organic extracts 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 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-0628e9f3a74d4cf8b3fe8967a5c3285f
出典データセット
uspto-grants-2008_05
特許番号
US07375125B2

関連ノート

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