Ammonia → 6,11-Dihydro-(alpha-methyl)-11-oxo-dibenzo[b,e]thiepine-2-acetic acid ethyl ester

HRID 268037

반응식

HRID 268037 반응식
[Na].N.[CH2:3]([O:5][C:6](=[O:24])[CH2:7][C:8]1[CH:23]=[CH:22][C:11]2[S:12][CH2:13][C:14]3[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=3[C:16](=[O:17])[C:10]=2[CH:9]=1)[CH3:4].[CH3:25]I>CCOCC.[N+]([O-])([O-])=O.[Fe+3].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O>[CH2:3]([O:5][C:6](=[O:24])[CH:7]([CH3:25])[C:8]1[CH:23]=[CH:22][C:11]2[S:12][CH2:13][C:14]3[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=3[C:16](=[O:17])[C:10]=2[CH:9]=1)[CH3:4]

참가 물질

7

반응물 4

HCID 222AmmoniaHCID 6328Methyl iodideHCID 5360545SodiumHCID 444076466,11-Dihydro-11-oxo-dibenzo[b,e]thiepine-2-acetic acid ethyl ester

생성물 1

HCID 544975366,11-Dihydro-(alpha-methyl)-11-oxo-dibenzo[b,e]thiepine-2-acetic acid ethyl ester

시약·촉매·용매 2

HCID 25251Ferric nitrate촉매HCID 3283Diethyl Ether용매2회

실험 절차

2.4 G of finely cut sodium are added portionwise to 300 cc of ammonia condensed at -40°, with the addition of 200 mg of iron (III) nitrate. Stirring is effected for 30 minutes at the same temperature and 300 cc of ether are subsequently allowed to flow slowly into the reaction mixture. 31.2 g of 6,11-dihydro-11-oxo-dibenzo[b,e]thiepine-2-acetic acid ethyl ester are subsequently added portionwise. After 15 minutes, the salt formation is complete. 17.0 G of methyl iodide in 100 cc of ether are added dropwise at -40°. After a further 15 minutes, the reaction is complete. The ammonia is removed by evaporation and successively replaced by 300 cc of ether. The organic phase is finally shaken with 50 g of ammonium chloride dissolved in water and is washed with water until neutral. The solution which has been purified with charcoal and dried over sodium sulphate, is concentrated at reduced pressure and pentane is added thereto, whereby 6,11-dihydro-(α-methyl)- 11-oxo-dibenzo[b,e]thiepine-2-acetic acid ethyl ester crystallies. M.P. 91°-93°.

후처리

  1. waitAfter a further 15 minutes
  2. customThe ammonia is removed by evaporation
  3. stirringThe organic phase is finally shaken with 50 g of ammonium chloride
  4. dissolutiondissolved in water
  5. washis washed with water until neutral
  6. customThe solution which has been purified with charcoal
  7. dry with materialdried over sodium sulphate
  8. concentrationis concentrated at reduced pressure and pentane
  9. additionis added

출처 및 근거

ORD 기록
ord-afc5d12bb7e04b91825fa7b6372c6f76
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03946036

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