Hydrochloric Acid → 1,3-Dinaphthyl-1,3-propanedione

HRID 1827348

반응식

HRID 1827348 반응식
[NH2-].[Na+].[C:3]([C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]=1)(=[O:5])[CH3:4].COC([C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=1)=O.Cl.C[CH2:32][O:33]CC>>[C:23]1([C:32](=[O:33])[CH2:4][C:3]([C:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8][CH:7]=2)=[O:5])[C:22]2[C:27](=[CH:28][CH:29]=[CH:20][CH:21]=2)[CH:26]=[CH:25][CH:24]=1

참가 물질

6

반응물 5

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2회HCID 136631-AcetylnaphthaleneHCID 24533Sodium amideHCID 137605Methyl 2-naphthoate

생성물 1

HCID 152593661,3-Dinaphthyl-1,3-propanedione

실험 절차

4.75 gr of 50% slurry of sodium amide was suspended in 150 ml of anhydrous ether in a 250 ml round bottom flask that was equipped with a magnetic stir bar and a condenser. To this suspension was added 5.1 gr of solid acetonaphthone and continued stirring for 5 min at room temperature. After 5 minutes, 5.58 gr of methyl-2-naphthoate was added in one lot. At this point, the reaction flask was transferred to an oil bath and the bath temperature was raised so that the contents reflux gently in ether for 3 hours. The contents were then poured onto 300 gr of solid ice. On acidification with conc. HCl, solid product fell out of solution. The solid product was filtered and recrystallized in ether/methanol mixture.

후처리

  1. customthat was equipped with a magnetic stir bar and a condenser
  2. waitAfter 5 minutes
  3. customAt this point, the reaction flask was transferred to an oil bath
  4. temperaturethe bath temperature was raised so that the contents
  5. additionThe contents were then poured onto 300 gr of solid ice
  6. filtrationThe solid product was filtered
  7. customrecrystallized in ether/methanol mixture

출처 및 근거

ORD 기록
ord-9f0f95347bfe4bd7a6d3c92cbae0449e
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07053249B2

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