Dimethylformamide → HCID 22503528, 화합물

HRID 1006864노트

반응식

HRID 1006864 반응식
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[CH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH:18]=[O:19].C(N(CC)CC)C.CN(C)[CH:33]=[O:34]>>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[C:14][C:16]1[CH:23]=[CH:22][C:21]([O:34][CH3:33])=[CH:20][C:17]=1[CH:18]=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 811292-BromobenzaldehydeHCID 563182Hex-5-ynyloxymethyl-benzene

생성물 1

HCID 22503528HCID 22503528, 화합물

실험 절차

6-Benzyloxy-1-hexyne (5.60 g) and 2-bromo-benzaldehyde (2.90 g) were reacted in dimethylformamide (30 ml), in the presence of dichloro-bis-triphenylphosphinepalladium (0.40 g), cuprous iodide (0.20 g) and triethylamine (2.5 ml) in nitrogen atmosphere at 50° C. for 6 hr. The resulting reaction solution was evaporated, and ethyl acetate and water were added to the resulting residue. The resulting organic layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give 2.60 g of the title compound as a pale yellow oil.

후처리

  1. customThe resulting reaction solution
  2. customwas evaporated
  3. additionethyl acetate and water were added to the resulting residue
  4. washThe resulting organic layer was washed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated
  7. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

출처 및 근거

ORD 기록
ord-ea649933efa84de88ef2f99d4559ae70
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06790844B2

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