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2-Bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine → 2-[(5-Amino-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-2-yl)methyl]-2H-isoindole-1,3-dione

HRID 565668
ノート
印刷プレビュー

反応式

HRID 565668 の反応式
Br[CH2:2][C:3]1([CH3:16])[CH2:7][C:6]2[C:8]([CH3:15])=[C:9]([NH2:14])[C:10]([CH3:13])=[C:11]([CH3:12])[C:5]=2[O:4]1.[C:17]1(=[O:27])[NH:21][C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12.[K]>CN(C)C(=O)C.O>[NH2:14][C:9]1[C:10]([CH3:13])=[C:11]([CH3:12])[C:5]2[O:4][C:3]([CH2:2][N:21]3[C:17](=[O:27])[C:18]4[C:19](=[CH:23][CH:24]=[CH:25][CH:26]=4)[C:20]3=[O:22])([CH3:16])[CH2:7][C:6]=2[C:8]=1[CH3:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 108505902-Bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamineHCID 24194345Phthalimide potassium salt

生成物 1

HCID 221110132-[(5-Amino-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-2-yl)methyl]-2H-isoindole-1,3-dione収率 56.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 31374Dimethylacetamide溶媒

実験手順

A suspension of 2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine (2.0 g) and potassium phthalimide (2.2 g) in N,N-dimethylacetamide (20 mL) was refluxed under nitrogen gas for 3 hours. This reaction mixture was diluted with water and extracted with 2 portions of ethyl acetate. The pooled organic layer was washed with water and saturated aqueous NaCl, dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was crystallized from ethyl acetate/diisopropyl ether to provide 1.4 g of the title compound. Yield 56%.

後処理

  1. temperaturewas refluxed under nitrogen gas for 3 hours
  2. extractionextracted with 2 portions of ethyl acetate
  3. washThe pooled organic layer was washed with water and saturated aqueous NaCl
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was crystallized from ethyl acetate/diisopropyl ether

出典と根拠

ORDレコード
ord-907fbaa4b6c14158945b3e77b1864ad1
出典データセット
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06172085B2

反応ノート

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