Barium hydroxide → N-[4-(2-Benzyloxy-4-ethylphenoxy)-3-fluorophenyl]-2-aminoethanol

HRID 1023985노트

반응식

HRID 1023985 반응식
[CH2:1]([O:8][C:9]1[CH:28]=[C:27]([CH2:29][CH3:30])[CH:26]=[CH:25][C:10]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:22][CH2:21][O:20]C2=O)=[CH:14][C:13]=1[F:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Ba+2].[OH-]>CO.O>[CH2:1]([O:8][C:9]1[CH:28]=[C:27]([CH2:29][CH3:30])[CH:26]=[CH:25][C:10]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][CH2:22][CH2:21][OH:20])=[CH:14][C:13]=1[F:24])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 6093286Barium hydroxideHCID 591913503-[4-(2-Benzyloxy-4-ethylphenoxy)-3-fluorophenyl]oxazolidin-2-one

생성물 1

HCID 59191271N-[4-(2-Benzyloxy-4-ethylphenoxy)-3-fluorophenyl]-2-aminoethanol수율 92.5%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
65 °C

실험 절차

To a solution of 3-[4-(2-Benzyloxy-4-ethylphenoxy)-3-fluorophenyl]oxazolidin-2-one (350 mg, 0.85 mmol) in 5 ml of methanol was added barium hydroxide (245 mg, 1.28 mmol) taken in 5 ml of water. The reaction mixture was warmed to 65° C. and stirred overnight (reaction was complete on TLC). The reaction mixture concentrated in vacuo to remove methanol, diluted with water and the aqueous layer was extracted with ethyl acetate. The combined organic fraction was washed with brine, dried over anhydrous Na2SO4 and concentrated to get 300 mg, 91.57% of the title compound as a brown oil, used as such in the next step.

후처리

  1. custom(reaction was complete on TLC)
  2. concentrationThe reaction mixture concentrated in vacuo
  3. customto remove methanol
  4. additiondiluted with water
  5. extractionthe aqueous layer was extracted with ethyl acetate
  6. washThe combined organic fraction was washed with brine
  7. dry with materialdried over anhydrous Na2SO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3c59ef4dec25467ea4c7eded8abf63d0
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722746B2

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