Triethylamine → HCID 22628477, 화합물

HRID 278479

반응식

HRID 278479 반응식
P(CCCC)(CCCC)CCCC.CCN(CC)CC.[CH2:21]([OH:26])[CH:22]([OH:25])[CH:23]=[CH2:24].Br[C:28]1[CH:29]=[C:30]([CH2:34][C:35]([O:37][CH3:38])=[O:36])[CH:31]=[CH:32][CH:33]=1>CN(C=O)C.O>[OH:26][CH2:21][C:22](=[O:25])[CH2:23][CH2:24][C:32]1[CH:31]=[C:30]([CH2:34][C:35]([O:37][CH3:38])=[O:36])[CH:29]=[CH:28][CH:33]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 103383-Butene-1,2-diolHCID 13831TributylphosphineHCID 11746402Methyl 2-(3-bromophenyl)acetate

생성물 1

HCID 22628477HCID 22628477, 화합물수율 24.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

To a stirred solution of Pd (OAc)2 (75 mg, 0.34 mmol), nBu3P (136 mg, 0.67 mmol), and Et3N (442 mg, 4.37 mmol) in DMF (10 ml) was added 3-butene-1,2-diol (296 mg, 3.36 mmol) followed by methyl 3-bromophenylacetate (1.0 g, 4.37 mmol), and the reaction mixture was stirred at 100° C. for 5 h. The reaction mixture was poured into water (100 ml) and extracted with ethyl acetate. The organic layer was washed with brine, dried (magnesium sulfate) and evaporated in vacuo. The residue was purified by silica gel (25 g) column chromatography eluting with toluene/ethyl acetate (20:1) to give methyl 3-(4-hydroxy-3-oxobutyl)phenylacetate (193 mg, 24.4%) as an oil.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried (magnesium sulfate)
  4. customevaporated in vacuo
  5. customThe residue was purified by silica gel (25 g) column chromatography
  6. washeluting with toluene/ethyl acetate (20:1)

출처 및 근거

ORD 기록
ord-083726f3412d4d3c8c9aca3e9842e928
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06359145B1

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