Water → HCID 54490045、化合物

HRID 1974844ノート

反応式

HRID 1974844 の反応式
[C:1]([O:20][CH2:21][CH:22]([CH2:25][CH2:26][OH:27])[CH2:23][OH:24])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N([CH2:33][CH3:34])CC)C.[C:35](Cl)(=[O:37])[CH3:36].[OH2:39]>C(OCC)C>[C:35]([O:24][CH2:23][CH:22]([CH2:21][O:20][C:1]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:25][CH2:26][O:27][C:33](=[O:39])[CH3:34])(=[O:37])[CH3:36]

参加物

6

反応物 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 19027592HCID 19027592、化合物

生成物 1

HCID 54490045HCID 54490045、化合物

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a stirred mixture of 2-trityloxymethyl-1,4-butandiol (50.85 g, 0.140 mol) and triethylamine (42.6, 0.42 mol) in dry diethyl ether (500 ml) was added slowly a solution of acetylchloride (27.5 g, 0.35 mol) in ether (25 ml) with external cooling with cold water to maintain room temperature in the mixture. After 45 min the triethylamine hydrochloride was filtered off and washed with a little ether. The combined filtrate was washed with water (50 ml), 0.5M hydrochloric acid (100 ml) and water (50 ml), dried with magnesium sulfate and evaporated in vacuum, finally at 0.1 mBar, to give 61.03 g (97%) of crude oily product. TLC on silica (ethyl acteate +n-hexane 1+1): Rf 0.68.

後処理

  1. filtrationAfter 45 min the triethylamine hydrochloride was filtered off
  2. washwashed with a little ether
  3. washThe combined filtrate was washed with water (50 ml), 0.5M hydrochloric acid (100 ml) and water (50 ml)
  4. dry with materialdried with magnesium sulfate
  5. customevaporated in vacuum, finally at 0.1 mBar
  6. customto give 61.03 g (97%) of crude oily product

出典と根拠

ORDレコード
ord-50014de96d014b89b06dd24633c7aa46
出典データセット
uspto-grants-1994_02
特許番号
US05284837

反応ノート

読み込み中…