Potassium Carbonate → 2,3-Di-(2-methoxy ethoxy)propanol

HRID 865784ノート

反応式

HRID 865784 の反応式
[OH:1][CH2:2][CH:3]1[CH2:20][O:19][CH2:18][CH2:17][O:16][CH2:15]COCCOC[CH2:8][O:7][CH2:6][CH2:5][O:4]1.C(OCC(OCCOC)COCCOC)(C)(C)C.F[B-](F)(F)F.[H+].C(OCC)C.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[CH3:8][O:7][CH2:6][CH2:5][O:4][CH:3]([CH2:20][O:19][CH2:18][CH2:17][O:16][CH3:15])[CH2:2][OH:1]

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 36113931,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanolHCID 16211330Borate(1-), tetrafluoro-, hydrogen, compd. with 1,1'-oxybis(ethane) (1:1:1)HCID 233746711-Tert-butyloxy-2,3-di-(2-methoxy ethoxy)propane

生成物 1

HCID 233746672,3-Di-(2-methoxy ethoxy)propanol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Compound 29 was prepared by a method similar to that described by Montanari and Tundo20 for the synthesis of 2-(hydroxy methyl)-1,4,7,10,13,16-hexaoxacyclooctadecane. KBF4 complex, (2-(hydroxy methyl)-18-crown-6). To a solution of compound 23 (10.0 g, 0.038 mol.) in dichloromethane (100 ml) was added tetrafluoroboric acid-diethyl ether complex (54% in diethyl ether), (13.7 ml). The mixture was left stirring at room temperature for 20 minutes. The acid was neutralized with solid potassium carbonate, inorganic salts were filtered, the solvent was removed by rotary evaporation to give a pale yellow oil. The crude product was distilled under vacuum (bpt. 94°-95° C., 0.02 torr) to give a colorless liquid (18.75 g, 78%): 1H-NMR (CDCl3), d (ppm) 3.5-3.9 (m, 13H), 3.35-3.4 (s, 6H), 2.75-2.8 (s, 1H); 13C-NMR (CDCl3), d (ppm) 79.56, 72.07, 71.73, 71.16, 70.59, 69.35, 62.40, 58.83, 58.75.

後処理

  1. waitThe mixture was left
  2. filtrationwere filtered
  3. customthe solvent was removed by rotary evaporation
  4. customto give a pale yellow oil
  5. distillationThe crude product was distilled under vacuum (bpt. 94°-95° C., 0.02 torr)

出典と根拠

ORDレコード
ord-9b03a1ab8e694ed5876b997afc9e5a94
出典データセット
uspto-grants-1996_10
特許番号
US05567783

反応ノート

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