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Benzoyl chloride, 3,4-dichloro- → 3,4-Dichloro-N-(1-methyl-1-azaspiro[4.5]decan-4-yl)benzamide

HRID 1388177
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HRID 1388177 반응식
C(O)(=O)/C=C/C(O)=O.C(O)(=O)/C=C/C(O)=O.[CH3:17][N:18]1[C:22]2([CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:21]([NH2:28])[CH2:20][CH2:19]1.C([O-])(O)=O.[Na+].[Cl:34][C:35]1[CH:36]=[C:37]([CH:41]=[CH:42][C:43]=1[Cl:44])[C:38](Cl)=[O:39]>C(Cl)(Cl)Cl>[CH3:17][N:18]1[C:22]2([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]2)[CH:21]([NH:28][C:38](=[O:39])[C:37]2[CH:41]=[CH:42][C:43]([Cl:44])=[C:35]([Cl:34])[CH:36]=2)[CH2:20][CH2:19]1
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참가 물질

5

반응물 3

HCID 76403Benzoyl chloride, 3,4-dichloro-HCID 516892Sodium BicarbonateHCID 70447095HCID 70447095, 화합물

생성물 1

HCID 132828563,4-Dichloro-N-(1-methyl-1-azaspiro[4.5]decan-4-yl)benzamide수율 44.8%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

To a stirring suspension of 3.0 g (0.017 mole) of 1-methyl-4-amino-1-azaspiro[4.5]decane of Example 2 and 5.0 g of NaHCO3 in 50 ml of CHCl3 was added dropwise 3.8 g (0.018 mole) of 3,4-dichlorobenzoyl chloride in 25 ml of CHCl3. The reaction was refluxed for 3 hours, cooled to room temperature, filtered, and the solvent evaporated to give an oil. The residue was triturated with boiling hexane and decanted, the hexane solution afforded 2.6 g of 1-methyl-4-(3,4-dichlorobenzamido)-1-azaspiro[4.5]decane on standing. The solid was dissolved in ether and a solution of ethereal HCl was added. The resulting solid was collected and recrystallized three times from ethanol to give 2.2 g (35%) m.p. 227°-228° C. of 1-methyl-4-(3,4-dichlorobenzamido)-1-azaspiro[4.5]decane hydrochloride.

후처리

  1. temperatureThe reaction was refluxed for 3 hours
  2. filtrationfiltered
  3. customthe solvent evaporated
  4. customto give an oil
  5. customThe residue was triturated with boiling hexane
  6. customdecanted

출처 및 근거

ORD 기록
ord-fd10661e97c14113882eba753aea5cfa
출처 데이터셋
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04430335

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