tert-butyl N-(4-aminobutyl)carbamate → Tert-butyl[4-(methanesulfonylamino)butyl]carbamate

HRID 540856ノート

反応式

HRID 540856 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10].C(N(CC)CC)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>C(O)(=O)C>[C:9]([O:8][C:7](=[O:13])[NH:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:1][S:22]([CH3:21])(=[O:24])=[O:23])([CH3:10])([CH3:12])[CH3:11]

参加物

5

反応物 3

HCID 4351tert-butyl N-(4-aminobutyl)carbamateHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

生成物 1

HCID 54180899Tert-butyl[4-(methanesulfonylamino)butyl]carbamate収率 96.7%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Under a nitrogen atmosphere, a solution of tert-butyl N-(4-aminobutyl)carbamate (13.8 g, 73.4 mmol) and triethylamine (15.3 mL, 110 mmol) was cooled to 0° C. Methanesulfonyl chloride (6.3 mL, 81 mmol) was added, and the reaction was allowed to warm to ambient temperature and stirred overnight. Aqueous acetic acid (200 mL of 10%) was added. The organic layer was then separated and washed with water (200 mL), saturated aqueous sodium bicarbonate (200 mL), water (200 mL), and brine; dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 18.9 g of tert-butyl[4-(methanesulfonylamino)butyl]carbamate as an off-white solid.

後処理

  1. customThe organic layer was then separated
  2. washwashed with water (200 mL), saturated aqueous sodium bicarbonate (200 mL), water (200 mL), and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-234abd4122134a918ea109f9fcf648ed
出典データセット
uspto-grants-2014_10
特許番号
US08871782B2

反応ノート

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