Tetrabutylammonium Fluoride Trihydrate → Tetrabutylammonium Fluoride

HRID 65441

反応式

HRID 65441 の反応式
O.O.O.[F-:4].[CH2:5]([N+:9]([CH2:18][CH2:19][CH2:20][CH3:21])([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH3:8].COC1C=CC(CN(CS(C(C)(C)C)(=O)=O)C(=O)[C@@H](Br)CO)=CC=1>O1CCCC1>[F-:4].[CH2:18]([N+:9]([CH2:5][CH2:6][CH2:7][CH3:8])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:14][CH2:15][CH2:16][CH3:17])[CH2:19][CH2:20][CH3:21]

参加物

4

反応物 2

HCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 67931656HCID 67931656、化合物

生成物 1

HCID 2724141Tetrabutylammonium Fluoride

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of dehydrated tetra-n-butylammonium fluoride in tetrahydrofuran, which is prepared from tetra-n-butylammonium fluoride trihydrate by drying at 55°-60°/0.1 mm and dissolving in 40 ml of tetrahydrofuran, is added dropwise at 0° to a solution of 1.426 g (3.38 mmol) of N-p-methoxybenzyl-N-tert.-butylsulphonylmethyl-2-(S)-bromo-3-hydroxypropionic acid amide in 6 ml of tetrahydrofuran. Activated molecular sieve (4 Å) is added to the reaction mixture and the whole is stirred for 2 hours at 0°. The molecular sieve is filtered off and washed with methylene chloride; 600 ml of ether and 75 ml of buffer solution having a pH of 8 are added to the combined filtrates. After drying over sodium sulphate and concentration by evaporation in vacuo, the crude product is obtained which is purified by chromatography over 50 g of silica gel using toluene:ethyl acetate (4:1) and (2:1).

後処理

  1. customby drying at 55°-60°/0.1 mm
  2. dissolutiondissolving in 40 ml of tetrahydrofuran
  3. additionActivated molecular sieve (4 Å) is added to the reaction mixture
  4. filtrationThe molecular sieve is filtered off
  5. washwashed with methylene chloride
  6. additionare added to the combined filtrates
  7. dry with materialAfter drying over sodium sulphate and concentration by evaporation in vacuo

出典と根拠

ORDレコード
ord-cce67ac5739e4393afc8495dd0997470
出典データセット
uspto-grants-1986_09
特許番号
US04614614

関連ノート

読み込み中…