6-Fluoro-2H-1,4-benzoxazin-3(4H)-one → 6-Fluoro-3,4-dihydro-2H-1,4-benzoxazine

HRID 2382115노트

반응식

HRID 2382115 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[F:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][C:14](=O)[NH:13][C:12]=2[CH:18]=1>C1COCC1>[F:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH2:14][NH:13][C:12]=2[CH:18]=1

참가 물질

4

반응물 2

HCID 3028976-Fluoro-2H-1,4-benzoxazin-3(4H)-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 162444596-Fluoro-3,4-dihydro-2H-1,4-benzoxazine수율 88.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

LiAlH4 (14.7 mmol, 1 M solution in THF) is added to a solution of 6-fluoro-4H-benzo[1,4]oxazin-3-one (1.23 g, 7.35 mmol) in THF at rt and heated to reflux for 2 hrs. The reaction mixture is quenched with a few drops of water followed by slow addition of ethyl acetate (10 mL). The solid is filtered off, and washed with EtOAc. The filtrate is concentrated in vacuo to afford 6-fluoro-3,4-dihydro-2H-benzo[1,4]oxazine (1 g). MS: 154 (M+H).

후처리

  1. temperatureheated
  2. temperatureto reflux for 2 hrs
  3. customThe reaction mixture is quenched with a few drops of water
  4. additionfollowed by slow addition of ethyl acetate (10 mL)
  5. filtrationThe solid is filtered off
  6. washwashed with EtOAc
  7. concentrationThe filtrate is concentrated in vacuo

출처 및 근거

ORD 기록
ord-8c9837da7ca04330b98e3a21e361d230
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08258130B2

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