Hexane → 2-Amino-3'-tert-butoxycarbonylaminomethyl-5-(3-phenylpropyloxy)benzophenone

HRID 275835노트

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HRID 275835 반응식
CN(OC)[C:3](=[O:21])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:7]=[CH:6][C:5]=1[NH2:20].[C:24]([O:28][C:29]([NH:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[C:35](Br)[CH:34]=1)=[O:30])([CH3:27])([CH3:26])[CH3:25].CCCCCC.C([Li])CCC>O1CCCC1.C(OCC)(=O)C.O>[NH2:20][C:5]1[CH:6]=[CH:7][C:8]([O:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:9][C:4]=1[C:3]([C:37]1[CH:36]=[CH:35][CH:34]=[C:33]([CH2:32][NH:31][C:29]([O:28][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:30])[CH:38]=1)=[O:21]

참가 물질

8

반응물 4

HCID 8058HexaneHCID 11033439tert-Butyl 3-bromobenzylcarbamateHCID 18315339N-methyl-N-methyloxy-2-amino-5-(3-phenylpropyloxy)benzamideHCID 178418339Butyllithium

생성물 1

HCID 183153862-Amino-3'-tert-butoxycarbonylaminomethyl-5-(3-phenylpropyloxy)benzophenone

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

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온도
-70 °C

실험 절차

N-Methyl-N-methyloxy-2-amino-5-(3-phenylpropyloxy)benzamide (1.0 g) and N-tert-butoxycarbonyl 3-bromobenzylamine (0.92 g) were dissolved in tetrahydrofuran (20 ml). The solution was cooled to −70° C., to which was added dropwise, while stirring, 12 ml of a hexane solution of n-butyl lithium (1.6 mol/L) over 20 minutes. To the mixture was then added water (50 ml) and ethyl acetate (50 ml). The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by means of a silica gel column chromatography to give 2-amino-3′-tert-butoxycarbonylaminomethyl-5-(3-phenylpropyloxy)benzophenone as a yellow oily product (0.75 g).

후처리

  1. additionwas added dropwise
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off
  5. customthe residue was purified by means of a silica gel column chromatography

출처 및 근거

ORD 기록
ord-e0904cd419814e6e941e6f9b1b6b4fa4
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06352982B1

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