Ammonium Hydroxide → 1H-Inden-1-one, 3-amino-5-hydroxy-2-(4-hydroxyphenyl)-

HRID 1071219노트

반응식

HRID 1071219 반응식
B(Br)(Br)Br.[NH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15]C)[CH:13]=2)[C:8](=[O:17])[C:7]=1[C:18]1[CH:23]=[CH:22][C:21]([O:24]C)=[CH:20][CH:19]=1.[OH-].[NH4+]>ClCCl>[NH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([OH:15])[CH:13]=2)[C:8](=[O:17])[C:7]=1[C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1

참가 물질

5

반응물 3

HCID 14923Ammonium HydroxideHCID 25134Boron tribromideHCID 389548NSC685853

생성물 1

HCID 102860111H-Inden-1-one, 3-amino-5-hydroxy-2-(4-hydroxyphenyl)-수율 56%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Boron tribromide (0.5 mL, 5.3 mmol) was added dropwise into a cold (−78° C.) mixture of 3-Amino-5-methoxy-2-(4-methoxyphenyl)-1H-inden-1-one (250 mg, 0.89 mmol), and dichloromethane (2.0 mL). The reaction mixture was allowed to come gradually to room temperature and stirred for 1 hour. The mixture was poured onto ice containing ammonium hydroxide (1 mL) and extracted with ethyl acetate. The organic extracts were washed with brine and were dried over MgSO4. Evaporation and flash chromatography (5%-10% ETOH/dichloromethane) gave (126 mg, 56% yield) of the product as a purple solid: mp 260-265° C.;

후처리

  1. customto come gradually to room temperature
  2. additionThe mixture was poured onto ice
  3. extractionextracted with ethyl acetate
  4. washThe organic extracts were washed with brine
  5. dry with materialwere dried over MgSO4
  6. customEvaporation and flash chromatography (5%-10% ETOH/dichloromethane)

출처 및 근거

ORD 기록
ord-4640fb60f3bc46a5b3b0977672af7e52
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903238B2

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