Methyl iodide → N-methyl-N-6-bromohexanoyl-L-leucine ethyl ester

HRID 864467ノート

反応式

HRID 864467 の反応式
[H-].[Na+].[CH2:3]([O:5][C:6](=[O:21])[C@H:7]([CH2:17][CH:18]([CH3:20])[CH3:19])[NH:8][C:9](=[O:16])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][Br:15])[CH3:4].[CH3:22]I>C1COCC1>[CH2:3]([O:5][C:6](=[O:21])[C@H:7]([CH2:17][CH:18]([CH3:20])[CH3:19])[N:8]([CH3:22])[C:9](=[O:16])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][Br:15])[CH3:4]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 22866411N-6-bromohexanoyl-L-leucine ethyl ester

生成物 1

HCID 22866412N-methyl-N-6-bromohexanoyl-L-leucine ethyl ester収率 89%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Sodium hydride (60% dispersion in oil; 2.0 g, 50 mmol) was added to a stirred solution of N-6-bromohexanoyl-L-leucine ethyl ester (15.0 g, 45 mmol) in anhydrous THF (150 ml) at 0° C. After the effervesence had ceased methyl iodide (8.4 ml) was added. The reaction mixture was allowed to warm up to room temperature and was stirred overnight. The solvent was removed under reduced pressure and the residue taken up in ethyl acetate, washed with brine, dried over anhydrous sodium sulphate, filtered and concentrated to give crude N-methyl-N-6-bromohexanoyl-L-leucine ethyl ester (14.0 g, 89%) as a pale yellow oil which was used directly in the next step.

後処理

  1. additionwas added
  2. customThe solvent was removed under reduced pressure
  3. washwashed with brine
  4. dry with materialdried over anhydrous sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-b3639f26501d4ed28d8a2c71019678fb
出典データセット
uspto-grants-1996_10
特許番号
US05563151

反応ノート

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