Hydrochloric Acid → (+-)-4-Ethyl-4-[(tosyloxy)methyl]-2-oxazolidinone

HRID 398814

反応式

HRID 398814 の反応式
[S:1](Cl)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].[CH2:12]([C:14]1([CH2:20][OH:21])[CH2:18][O:17][C:16](=[O:19])[NH:15]1)[CH3:13].Cl>N1C=CC=CC=1.[Cl-].[Na+].O>[CH2:12]([C:14]1([CH2:20][O:21][S:1]([C:4]2[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=2)(=[O:3])=[O:2])[CH2:18][O:17][C:16](=[O:19])[NH:15]1)[CH3:13]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 112635594-Ethyl-4-hydroxymethyl-2-oxazolidinone

生成物 1

HCID 18968885(+-)-4-Ethyl-4-[(tosyloxy)methyl]-2-oxazolidinone収率 91.9%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

Tosyl chloride (142.2 g, Aldrich) was added to an ice-chilled solution of the product from step (a) (102.7 g) dissolved in pyridine (175 ml. Aldrich). The reaction mixture was stirred at ice bath temperature for six hours, then allowed to come to room temperature. The heterogeneous mixture was added to 1500 ml of a solution of brine and 1N HCl. stirred until solids appeared, filtered and washed with diethyl ether to give 194.6 g of a beige solid as the title product. 1H NMR consistent with the proposed structure.

後処理

  1. customto come to room temperature
  2. stirringstirred until solids
  3. filtrationfiltered
  4. washwashed with diethyl ether

出典と根拠

ORDレコード
ord-a8e6bcee15234267afc3ea6001613b81
出典データセット
uspto-grants-1998_10
特許番号
US05817652

関連ノート

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