Triethylamine → (3-(Tert-butoxycarbonylamino)cyclohexyl)methyl methanesulfonate

HRID 530868ノート

反応式

HRID 530868 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.[CH3:17][S:18](Cl)(=[O:20])=[O:19].C(N(CC)CC)C>C(Cl)Cl>[CH3:17][S:18]([O:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([NH:9][C:10]([O:11][C:12]([CH3:13])([CH3:15])[CH3:14])=[O:16])[CH2:4]1)(=[O:20])=[O:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22106830tert-butyl N-[3-(hydroxymethyl)cyclohexyl]carbamate

生成物 1

HCID 86698246(3-(Tert-butoxycarbonylamino)cyclohexyl)methyl methanesulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of tert-butyl 3-(hydroxymethyl)cyclohexylcarbamate (7.9 mmol), methanesulfonyl chloride (23.7 mmol) and triethylamine (119 mmol) in DCM (100 ml) was stirred at rt overnight. The reaction was quenched with water (50 mL) and extracted with ethyl acetate (3×100 mL). The extracts were combined, dried using anhydrous sodium sulfate, filtered, and concentrated in vacuo. The crude product was progressed to the next step without purification.

後処理

  1. customThe reaction was quenched with water (50 mL)
  2. extractionextracted with ethyl acetate (3×100 mL)
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product was progressed to the next step without purification

出典と根拠

ORDレコード
ord-ddf801520ebc4283a3e6da4f3cd0ae16
出典データセット
uspto-grants-2016_05
特許番号
US09351965B2

反応ノート

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