Triethylamine → tert-Butyl methylsulfonylcarbamate

HRID 711996ノート

反応式

HRID 711996 の反応式
C(N(CC)CC)C.[C:8]([O:12][C:13]([O:15]C(OC(C)(C)C)=O)=O)([CH3:11])([CH3:10])[CH3:9].[CH3:23][S:24]([NH2:27])(=[O:26])=[O:25]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:23][S:24]([NH:27][C:13](=[O:15])[O:12][C:8]([CH3:11])([CH3:10])[CH3:9])(=[O:26])=[O:25]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 72879MethanesulfonamideHCID 90495Di-tert-butyl dicarbonate

生成物 1

HCID 10081367tert-Butyl methylsulfonylcarbamate収率 64.8%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

Triethylamine (2.2 mL, 16 mmol), di-tert-butyldicarbonate (2.65 g, 12.1 mmol) and 4-dimethylaminopyridine (0.096 g, 0.79 mmol) were added sequentially to a solution of methanesulfonamide (0.75 g, 7.9 mmol) in methylene chloride (20 mL) at room temperature. The reaction was stirred at room temperature for 2 h and then concentrated. EtOAc was added, and the resultant mixture was washed with 1N aq. HCl solution, dried over MgSO4 and concentrated to give the desired product (1 g) to be used in the next step directly.

後処理

  1. concentrationconcentrated
  2. additionEtOAc was added
  3. washthe resultant mixture was washed with 1N aq. HCl solution
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-836d82747f414104877ffad99140d64a
出典データセット
uspto-grants-2015_11
特許番号
US09181271B2

反応ノート

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