Triethylamine → tert-Butyl N-(3-formylcyclohexyl)carbamate

HRID 1521948ノート

反応式

HRID 1521948 の反応式
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:4]1.C(N(CC)CC)C.C1C=CN=CC=1.O=S(=O)=O>CS(C)=O>[CH:2]([CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([NH:9][C:10](=[O:16])[O:11][C:12]([CH3:14])([CH3:13])[CH3:15])[CH2:4]1)=[O:1]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 168533Sulfur trioxide-pyridineHCID 22106830tert-butyl N-[3-(hydroxymethyl)cyclohexyl]carbamate

生成物 1

HCID 86717490tert-Butyl N-(3-formylcyclohexyl)carbamate

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

To a solution of tert-butyl 3-(hydroxymethyl)cyclohexylcarbamate (1.4 g, 6.11 mmol) in dimethylsulfoxide (10 mL) was added triethylamine (1.853 g, 18.32 mmol) followed by the pyridine-sulfur trioxide (2.92 g, 18.32 mmol) in 5 mL of dimethylsulfoxide, and the mixture was stirred at room temperature for 1 hour. The mixture was quenched with ice water and extracted into ethyl acetate (30 mL×2). The organic layer was washed with water and brine solution (25 mL each), dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford the title compound.

後処理

  1. customThe mixture was quenched with ice water
  2. extractionextracted into ethyl acetate (30 mL×2)
  3. washThe organic layer was washed with water and brine solution (25 mL each)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-fcb502c26fa5490cb86f67384f79ed65
出典データセット
uspto-grants-2015_07
特許番号
US09073922B2

反応ノート

読み込み中…