Ammonia → 5-tert-butyl-2,3-dihydro-1H-inden-1-amine

HRID 912630

반응식

HRID 912630 반응식
CO[N:3]=[C:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1.N.[H][H]>[Pd].CO>[C:13]([C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][CH:10]=1)[CH:4]([NH2:3])[CH2:5][CH2:6]2)([CH3:16])([CH3:14])[CH3:15]

참가 물질

6

반응물 3

HCID 222AmmoniaHCID 730474605-tert-butyl-1-indanone O-methyloximeHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 115066015-tert-butyl-2,3-dihydro-1H-inden-1-amine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

5-tert-Butyl-1-indanone O-methyloxime (4.37 g, 20.2 mmol) and 10% palladium on carbon (2.2 g) were combined in methanol (50 ml) and ammonia (10 ml) and placed in a Parr apparatus which was charged with hydrogen to 60 psi. The reaction was shaken at 50° C. for 16 hours. The reaction mixture was filtered and the filtrate was evaporated under reduced pressure. The residue was treated with diethyl ether (100 ml) and extracted with hydrochloric acid (1N, 3×50 ml). The combined aqueous extracts were neutralized with sodium hydroxide (6 g) in water (25 ml) and extracted with diethyl ether. The organic extracts were combined, dried with magnesium sulfate, and the filtrate was evaporated under reduced pressure to provide the title compound which was used without further purification in the next step.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated under reduced pressure
  3. additionThe residue was treated with diethyl ether (100 ml)
  4. extractionextracted with hydrochloric acid (1N, 3×50 ml)
  5. extractionextracted with diethyl ether
  6. dry with materialdried with magnesium sulfate
  7. customthe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-3f7174a82cbb4898825a7c964e56f882
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026256B2

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