Methyl iodide → HCID 68096871、化合物

HRID 578618ノート

反応式

HRID 578618 の反応式
[OH:1][CH2:2][CH2:3][CH:4]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1.[H-].[Na+].I[CH3:25]>C1COCC1>[CH3:25][O:1][CH2:2][CH2:3][CH:4]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:18])([CH3:20])[CH3:19])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 19104047HCID 19104047、化合物

生成物 1

HCID 68096871HCID 68096871、化合物収率 71.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of tert-butyl [3-hydroxy-1-(3-nitrophenyl)propyl]carbamate (2 g; 6.75 mmol; 1.00 eq.) in anhydrous THF (10 mL) was added NaH (567 mg; 14.17 mmol; 2.10 eq.) at 0° C. The mixture was stirred for 20 minutes and iodomethane (1.53 g; 7.42 mmol; 1.10 eq.) was added. The mixture was stirred for 2 hours at 0° C. After work up, the crude product was purified by flash chromatography on silica gel (EtOAc:Hex=1:4) to provide 1.5 g of tert-butyl [3-methoxy-1-(3-nitrophenyl)propyl]carbamate.

後処理

  1. stirringThe mixture was stirred for 2 hours at 0° C
  2. customAfter work up, the crude product was purified by flash chromatography on silica gel (EtOAc:Hex=1:4)

出典と根拠

ORDレコード
ord-c74a11f9a96b419bbc42d501b681b03d
出典データセット
uspto-grants-2015_05
特許番号
US09040560B2

反応ノート

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