5-(tert-Butyl)-3,3-dimethyl-6-nitrobenzofuran-2(3H)-one → 6-Amino-5-(tert-butyl)-3,3-dimethylbenzofuran-2(3H)-one

HRID 76793

반응식

HRID 76793 반응식
[C:1]([C:5]1[C:6]([N+:17]([O-])=O)=[CH:7][C:8]2[O:12][C:11](=[O:13])[C:10]([CH3:15])([CH3:14])[C:9]=2[CH:16]=1)([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[NH2:17][C:6]1[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:16][C:9]2[C:10]([CH3:15])([CH3:14])[C:11](=[O:13])[O:12][C:8]=2[CH:7]=1

참가 물질

4

반응물 1

HCID 595441545-(tert-Butyl)-3,3-dimethyl-6-nitrobenzofuran-2(3H)-one

생성물 1

HCID 595441486-Amino-5-(tert-butyl)-3,3-dimethylbenzofuran-2(3H)-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

Palladium on carbon (wet; 5 wt %) was placed into a round bottomed flask under nitrogen flow. 5-tert-butyl-3,3-dimethyl-6-nitro-benzofuran-2-one (4.7 g, 17.85 mmol) was then added to the vessel. Methanol (120 mL) was then carefully charged to the vessel under nitrogen atmosphere. The vessel was then purged with N2, evacuated, then charged with hydrogen gas. The vessel was evacuated and re-charged with hydrogen gas, and then a continuous hydrogen gas stream was introduced. After completion, the reaction was filtered through Celite® and the cake was washed with MeOH (300 ml). The solvent was removed in vacuo and the product dried under high vacuum to give a white crystalline solid. 1H-NMR (400 MHZ, DMSO-d6) δ 7.05 (s, 1H); 6.48 (s, 1H); 5.02 (s, 2H, NH2); 1.34 (s, 6H); 1.30 (s, 9H)

후처리

  1. customThe vessel was then purged with N2
  2. customevacuated
  3. additioncharged with hydrogen gas
  4. customThe vessel was evacuated
  5. additionre-charged with hydrogen gas
  6. additiona continuous hydrogen gas stream was introduced
  7. filtrationAfter completion, the reaction was filtered through Celite®
  8. washthe cake was washed with MeOH (300 ml)
  9. customThe solvent was removed in vacuo
  10. customthe product dried under high vacuum
  11. customto give a white crystalline solid

출처 및 근거

ORD 기록
ord-d68a15a449494f4b91e6b0f4448e7b90
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835639B2

연결된 노트

불러오는 중…