Hexane → 3-Methoxymethyl-3-(3-methoxy-phenyl)-1-methyl-azepan-2-one

HRID 1594853노트

반응식

HRID 1594853 반응식
[Li]CCCC.CCCCCC.CC1(C)CCCC(C)(C)N1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH:30]2[CH2:36][CH2:35][CH2:34][CH2:33][N:32]([CH3:37])[C:31]2=[O:38])[CH:27]=[CH:28][CH:29]=1.[CH3:39][O:40][CH2:41]I>C1COCC1>[CH3:39][O:40][CH2:41][C:30]1([C:26]2[CH:27]=[CH:28][CH:29]=[C:24]([O:23][CH3:22])[CH:25]=2)[CH2:36][CH2:35][CH2:34][CH2:33][N:32]([CH3:37])[C:31]1=[O:38]

참가 물질

7

반응물 5

HCID 8058HexaneHCID 130352,2,6,6-TetramethylpiperidineHCID 139376Iodomethyl methyl etherHCID 2727906hexahydro-3-(3-methoxyphenyl)-1-methyl-2H-azepin-2-oneHCID 178418339Butyllithium

생성물 1

HCID 217062403-Methoxymethyl-3-(3-methoxy-phenyl)-1-methyl-azepan-2-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To 1.6 M n-BuLi in hexane (3.38 mL, 5.42 mmol) at 0° C. was added a solution of 2,2,6,6-tetramethyl piperidine (0.91 mL, 5.42 mmol) in anh. THF (10 mL) over 5 min. A solution of 3-(3-methoxy-phenyl)-1-methyl-azepan-2-one (as described in Example 4, Step A) (0.632 g, 2.71 mmol) in anhydrous THF (10 mL) was added and stirred OC for 1 h. Iodomethyl methyl ether (0.275 mL, 3.25 mmol) was added. After stirring for 30 min, the reaction was quenched with H2O, concentrated in vacuo, diluted with EtOAc, washed with 5N HCl (100 mL), water and brine. The organic layer was dried (MgSO4) and concentrated to give the title compound.

후처리

  1. stirringAfter stirring for 30 min
  2. customthe reaction was quenched with H2O
  3. concentrationconcentrated in vacuo
  4. additiondiluted with EtOAc
  5. washwashed with 5N HCl (100 mL), water and brine
  6. dry with materialThe organic layer was dried (MgSO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ec2b0b360ba74e30beba54301bd0e5f9
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06284755B1

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