Ammonia → 5-Iodo-2-pyrrolidin-1-ylmethyl-benzoxazole

HRID 1916762ノート

反応式

HRID 1916762 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][N:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)=[N:7][C:6]=2[CH:16]=1.[Na+].[I-:18].CNCCNC.N>O.[Cu]I.O1CCOCC1>[I:18][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][N:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)=[N:7][C:6]=2[CH:16]=1

参加物

8

反応物 4

HCID 222AmmoniaHCID 5238Sodium IodideHCID 8070N,N'-DimethylethylenediamineHCID 673655735-Bromo-2-pyrrolidin-1-ylmethyl-benzoxazole

生成物 1

HCID 690723805-Iodo-2-pyrrolidin-1-ylmethyl-benzoxazole

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

71 mg (0.36 mmol) CuI, 1 g (3.55 mmol) 5-bromo-2-pyrrolidin-1-ylmethyl-benzoxazole and 1.07 g (7.15 mmol) NaI are successively placed in a flask in an argon atmosphere. Then 0.08 mL (0.73 mmol) N,N′-dimethylethylenediamine and 3.5 mL 1,4-dioxane are added and the reaction mixture is refluxed for 14 h. The reaction mixture is then combined with 20 mL concentrated ammonia solution at RT, diluted with 100 mL water and extracted with DCM. The organic phase is extracted three times with water and dried over Na2SO4.

後処理

  1. temperaturethe reaction mixture is refluxed for 14 h
  2. extractionextracted with DCM
  3. extractionThe organic phase is extracted three times with water
  4. dry with materialdried over Na2SO4

出典と根拠

ORDレコード
ord-371121d5ca4b425d830d72f555e13005
出典データセット
uspto-grants-2013_12
特許番号
US08618132B2

反応ノート

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