Methyl iodide → 2-(Isobutoxycarbonyl-methyl-amino)-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid tert-butyl ester

HRID 1243146노트

반응식

HRID 1243146 반응식
[C:1]([O:5][C:6]([C:8]1([NH:18][C:19]([O:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[O:20])[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:26]I.[H-].[Na+]>CN(C=O)C.[NH4+].[Cl-]>[C:1]([O:5][C:6]([C:8]1([N:18]([C:19]([O:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[O:20])[CH3:26])[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 695850442-Isobutoxycarbonylamino-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid tert-butyl ester

생성물 1

HCID 695851042-(Isobutoxycarbonyl-methyl-amino)-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid tert-butyl ester수율 83.6%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 25517Ammonium Chloride용매

실험 절차

The carbamate from Example 33D (1.5 g, 4.3 mmol) was dissolved in DMF (4.0 mL) followed by addition of MeI (1.1 g, 8.0 mmol) and NaH (50%, 384 mg, 8.0 mmol) at 0° C. The mixture was stirred for 6 hours, diluted with aqueous NH4Cl and extracted with ethyl acetate(3×75 mL). The combined organic layers were dried with MgSO4, filtered, concentrated under reduced pressure to provide the titled compound (1.3 g, 83%).

후처리

  1. extractionextracted with ethyl acetate(3×75 mL)
  2. dry with materialThe combined organic layers were dried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-d2c0df5dc6fb4bf0abeb646cecb2e90f
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115767B2

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