Benzylamine → HCID 57857600, 화합물

HRID 17022노트

반응식

HRID 17022 반응식
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:10][CH:9]1[CH:11]1[CH2:13][CH2:12]1.[CH2:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C([O-])(C)(C)C.[Na+].C(OCC)(=O)C>C(COC)OC>[CH2:14]([NH:21][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:10][CH:9]1[CH:11]1[CH2:13][CH2:12]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

6

반응물 4

HCID 7504BenzylamineHCID 8857Ethyl AcetateHCID 23676156Sodium t-butoxideHCID 673713862-(2-Chlorophenyl)bicyclopropyl

생성물 1

HCID 57857600HCID 57857600, 화합물수율 87.1%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

3 g of 2-(2-chlorophenyl)bicyclopropyl (15.6 mmol, trans/cis ratio of about 2:1), 2.5 g of benzylamine (23.4 mmol), 2.4 g of sodium tert-butanolate (25 mmol), 35 mg of Pd(II) acetate (0.16 mmol) and 60 mg of R(−)-di-tert-butyl-[1-[(S)-2-(dicyclohexylphosphanyl)-ferrocenyl]ethyl]phosphine (0.11 mmol) are dissolved in 30 ml of dimethoxyethane. The reaction mixture is heated to the reflux temperature of the solvent and is stirred for 24 hours. After cooling, ethyl acetate is added and the organic phase is washed with water. The solvent is removed using a water jet vacuum and the residue is dried. The product is purified by column chromatography on silica gel (eluant:ethyl acetate/hexane 1:15). 3.58 g of benzyl(2-bicyclopropyl-2-yl-phenyl)amine (87% of theory) are obtained in the form of a brown oil (trans/cis ratio of about 2:1).

후처리

  1. temperatureThe reaction mixture is heated to the reflux temperature of the solvent
  2. temperatureAfter cooling
  3. washthe organic phase is washed with water
  4. customThe solvent is removed
  5. customthe residue is dried
  6. customThe product is purified by column chromatography on silica gel (eluant:ethyl acetate/hexane 1:15)

출처 및 근거

ORD 기록
ord-02745a7007724ba18c99b68f891541fd
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737301B2

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