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Water → (1-Benzhydryl-azetidin-3-yl)-(2-methoxy-phenyl)-methyl-amine

HRID 1066906
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HRID 1066906 반응식
[CH3:1][NH:2][C:3]1[C:4](=[CH:7][CH:8]=[CH:9][CH:10]=1)[O:5][CH3:6].C([O-])([O-])=O.[K+].[K+].[C:17]1([CH:23]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[N:24]2[CH2:27][CH:26](S(C)(=O)=O)[CH2:25]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O>C(#N)C>[CH:23]([N:24]1[CH2:27][CH:26]([N:2]([C:3]2[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=2[O:5][CH3:6])[CH3:1])[CH2:25]1)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 27595792-Methoxy-N-methylanilineHCID 155219691-Benzhydryl-3-(methylsulfonyl)azetidine

생성물 1

HCID 21196806(1-Benzhydryl-azetidin-3-yl)-(2-methoxy-phenyl)-methyl-amine수율 25.9%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

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온도
80 °C

실험 절차

To a solution of 0.65 g of N-methyl o-anisidine in 15 mL of acetonitrile, was added 0.280 g of K2CO3, followed by 0.650 g of 1-(diphenylmethyl)-3-methane sulfonyl azetidine. The reaction mixture was heated at 80° C. for 1 h then at 50° C. overnight. Water was added and the mixture was extracted with ether. The organic phase was dried and the solvent was removed under vacuo. The product was filtered through 100 mL of silica gel, eluting a with 15% ethyl acetate/hexanes then 25% ethyl acetate/hexanes to give 0.200 g of the desired product: mp 91-95° C. MS (ES) m/z (relative intensity): 356 (M++H).

후처리

  1. customat 50° C.
  2. customovernight
  3. extractionthe mixture was extracted with ether
  4. customThe organic phase was dried
  5. customthe solvent was removed under vacuo
  6. filtrationThe product was filtered through 100 mL of silica gel
  7. washeluting a with 15% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-5e6e155447f34d639c8d0f88bb7dc6a9
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06245799B1

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