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

HRID 1243146ノート

反応式

HRID 1243146 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 25517Ammonium Chloride溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-d2c0df5dc6fb4bf0abeb646cecb2e90f
出典データセット
uspto-grants-2006_10
特許番号
US07115767B2

反応ノート

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