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

HRID 245344

반응식

HRID 245344 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-94c5f0782c18459ead7eca1719f420fd
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658808B2

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