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Lithium hydroxide, monohydrate → HCID 86700858、化合物

HRID 881753
ノート
印刷プレビュー

反応式

HRID 881753 の反応式
C[O:2][C:3](=[O:35])[CH2:4][C:5]12[CH2:12][CH2:11][C:8]([C:13]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][C:22]([NH:25][C:26]5[O:27][C:28]([C:31]([CH3:34])([CH3:33])[CH3:32])=[N:29][N:30]=5)=[CH:21][CH:20]=4)=[CH:15][CH:14]=3)([CH2:9][CH2:10]1)[O:7][CH2:6]2.O.[OH-].[Li+]>O1CCCC1.C(O)C.O>[C:31]([C:28]1[O:27][C:26]([NH:25][C:22]2[CH:21]=[CH:20][C:19]([C:16]3[CH:17]=[CH:18][C:13]([C:8]45[CH2:9][CH2:10][C:5]([CH2:4][C:3]([OH:35])=[O:2])([CH2:12][CH2:11]4)[CH2:6][O:7]5)=[CH:14][CH:15]=3)=[CH:24][CH:23]=2)=[N:30][N:29]=1)([CH3:34])([CH3:32])[CH3:33]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 86700856HCID 86700856、化合物

生成物 1

HCID 86700858HCID 86700858、化合物収率 71.6%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

A 100 ml round bottom flask was charged with {1-[4′-(5-tert-butyl-[1,3,4]oxadiazol-2-ylamino)-biphenyl-4-yl]-2-oxa-bicyclo[2.2.2]oct-4-yl}-acetic acid methyl ester (0.27 g, 0.454 mmol), and lithium hydroxide monohydrate (0.229 g, 5.45 mmol) in tetrahydrofuran (20 ml), ethanol (10 ml) and water (8 ml) at room temperature. The mixture was heated at 50° C. for 2 hours. Most of the organic solvent was evaporated under vacuum and the mixture was acidified to PH=4 at 0° C. The solvents were then removed by lipherlizer. The mixture was added ethanol (40 ml) and heated to 70° C., and then was cooled to room temperature. The mixture was filtered and the solid was washed with ethanol (3 ml) and water (10 ml) to afford {1-[4′-(5-tert-butyl-[1,3,4]oxadiazol-2-ylamino)-biphenyl-4-yl]-2-oxa-bicyclo[2.2.2]oct-4-yl}-acetic acid (150 mg, 71%) as white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.64-1.89 (m, 6H) 2.00-2.13 (m, 4H) 3.85 (s, 2H) 7.42 (d, J=8.40 Hz, 2H) 7.55 (d, J=8.50 Hz, 2H) 7.62 (s, 4H) 10.46 (br. s, 1H). LC/MS, [MS+] 461.23, RT: 2.66 (Condition M).

後処理

  1. customMost of the organic solvent was evaporated under vacuum
  2. customat 0° C
  3. customThe solvents were then removed by lipherlizer
  4. additionThe mixture was added ethanol (40 ml)
  5. temperatureheated to 70° C.
  6. temperaturewas cooled to room temperature
  7. filtrationThe mixture was filtered
  8. washthe solid was washed with ethanol (3 ml) and water (10 ml)

出典と根拠

ORDレコード
ord-9f44fda6f32e4dd18d62bf412400513b
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08993619B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート