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Methyl iodide → Methyl 2-[3-[(tert-Butoxycarbonyl)(methyl)amino]-2,2-dimethylpropoxy]-4-tert-butylbenzoate

HRID 644287
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HRID 644287 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([CH3:28])([CH3:27])[CH2:11][O:12][C:13]1[CH:22]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:20]=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].CI.[CH3:31][Si]([N-][Si](C)(C)C)(C)C.[Na+]>C1COCC1.ClCCl>[C:1]([O:5][C:6]([N:8]([CH3:31])[CH2:9][C:10]([CH3:28])([CH3:27])[CH2:11][O:12][C:13]1[CH:22]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:20]=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16])=[O:7])([CH3:3])([CH3:4])[CH3:2]
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참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 2724254Sodium bis(trimethylsilyl)amideHCID 68530988Methyl 2-(3-tert-butoxycarbonylamino-2,2-dimethylpropoxy)-4-tert-butylbenzoate

생성물 1

HCID 68533360Methyl 2-[3-[(tert-Butoxycarbonyl)(methyl)amino]-2,2-dimethylpropoxy]-4-tert-butylbenzoate수율 61.8%

시약·촉매·용매 2

HCID 6344Dichloromethane
용매
HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 2-(3-tert-butoxycarbonylamino-2,2-dimethylpropoxy)-4-tert-butylbenzoate (2.50 g, 6.35 mmol) in THF at 0° C. under N2 was added methyl iodide (4.51 g, 31.8 mmol, 5 eq), followed by sodium bis(trimethylsilyl)amide (12.7 mL, 12.7 mmol, 1.0 M in THF). The cooling bath was allowed to slowly warm to room temperature. The reaction was stirred at room temerature for 2.5 days, then diluted with dichloromethane, washed with water and brine, dried, and concentrated in vacuo to give 1.60 g (61.8%) of the desired product as a viscous oil which was used without further purification.

후처리

  1. washwashed with water and brine
  2. customdried
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c9caf840ea0e49a6b017fa59e264757d
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07700628B2

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