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Triethylsilane → 6-Ethyl-2H-benzo[b][1,4]oxazin-3(4H)-one

HRID 1184437
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HRID 1184437 반응식
[C:1]([C:4]1[CH:14]=[CH:13][C:7]2[O:8][CH2:9][C:10](=[O:12])[NH:11][C:6]=2[CH:5]=1)(=O)[CH3:2].[SiH](CC)(CC)CC>C(O)(C(F)(F)F)=O>[CH2:1]([C:4]1[CH:14]=[CH:13][C:7]2[O:8][CH2:9][C:10](=[O:12])[NH:11][C:6]=2[CH:5]=1)[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 12052TriethylsilaneHCID 36419566-Acetyl-2H-1,4-benzoxazin-3(4H)-one

생성물 1

HCID 508787336-Ethyl-2H-benzo[b][1,4]oxazin-3(4H)-one

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

반응 조건

온도
80 °C

실험 절차

To a solution of 6-Acetyl-2H-benzo[b][1,4]oxazin-3(4H)-one (14) (0.5 mmol) in TFA (4 mL) was added Et3SiH (1.0 mmol). The reaction was heated at 80° C. for 2 h and then concentrated in vacuo. The residue was treated with sat aqueous NaHCO3 and the resulting solid was isolated by filtration, washed with water and dried in vacuo to give a white solid: 1H NMR (DMSO-d6, 400 MHz): δ=10.63 (s, 1H), 6.81-6.87 (m, 1H), 6.71 (s, 1H), 6.74 (d, J=8.1 Hz, 1H), 4.51 (s, 2H), 2.46-2.54 (m, 2H), 1.12 ppm (t, J=7.6 Hz, 3H). ESI-MS: m/z 178.0 (M+H)+.

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후처리

  1. concentrationconcentrated in vacuo
  2. additionThe residue was treated with sat aqueous NaHCO3
  3. customthe resulting solid was isolated by filtration
  4. washwashed with water
  5. customdried in vacuo
  6. customto give a white solid

출처 및 근거

ORD 기록
ord-6c6accc229be4d0cbc7dae2beb566d66
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08669249B2

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