1-Butanamine, N,N-dibutyl-, hydrochloride (1:1) → (2-Butyl-5-nitro-1-benzofuran-3-yl)(4-hydroxyphenyl)methanone

HRID 245344

反応式

HRID 245344 の反応式
[CH2:1]([C:5]1[O:6][C:7]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][C:8]=2[C:9]=1[C:10](=[O:19])[C:11]1[CH:16]=[CH:15][C:14]([O:17]C)=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH3:4].Cl.C(N(CCCC)CCCC)CCC>>[CH2:1]([C:5]1[O:6][C:7]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][C:8]=2[C:9]=1[C:10](=[O:19])[C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)[CH2:2][CH2:3][CH3:4]

参加物

3

反応物 2

HCID 805701-Butanamine, N,N-dibutyl-, hydrochloride (1:1)HCID 22595055(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

生成物 1

HCID 11473234(2-Butyl-5-nitro-1-benzofuran-3-yl)(4-hydroxyphenyl)methanone

実験手順

1.85 g (5.25 mmol) of 2-n-butyl-3-(4-methoxybenzoyl)-5-nitrobenzofuran (from example 3) were dissolved in 5.84 g (26.32 mmol) of tri-n-butylamine hydrochloride at 200° C. After 4 h LC-MS indicated the complete consumption of the starting material and the reaction mixture was cooled to room temperature. After addition of 20 ml of water and 50 ml MTBE the phases were separated, the organic layer was washed once with 25 ml of 1M HCl and 20 ml of water, dried over MgSO4 and evaporated. Flash chromatography gave the title compound which crystallized to yield 1.50 g (83%).

後処理

  1. customthe complete consumption of the starting material
  2. additionAfter addition of 20 ml of water and 50 ml MTBE the phases
  3. customwere separated
  4. washthe organic layer was washed once with 25 ml of 1M HCl and 20 ml of water
  5. dry with materialdried over MgSO4
  6. customevaporated

出典と根拠

ORDレコード
ord-94c5f0782c18459ead7eca1719f420fd
出典データセット
uspto-grants-2014_02
特許番号
US08658808B2

関連ノート

読み込み中…