p-Toluenesulfonic acid monohydrate → 2-(2-(4-bromo-2-(trifluoromethyl)phenoxy)ethoxy)tetrahydro-2H-pyran

HRID 912511ノート

反応式

HRID 912511 の反応式
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:3]=1.[OH2:16].[C:17]1(C)C=[CH:21][C:20](S(O)(=O)=O)=[CH:19][CH:18]=1>C1COCC1.C(=O)(O)[O-].[Na+]>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][O:9][CH:21]2[CH2:20][CH2:19][CH2:18][CH2:17][O:16]2)=[C:4]([C:12]([F:13])([F:14])[F:15])[CH:3]=1

参加物

5

反応物 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 576575832-(4-Bromo-2-(trifluoromethyl)phenoxy)-ethanol

生成物 1

HCID 576575782-(2-(4-bromo-2-(trifluoromethyl)phenoxy)ethoxy)tetrahydro-2H-pyran収率 2,164%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

A mixture of 2-(4-bromo-2-(trifluoromethyl)phenoxy)ethanol (16 g), 3,4-dihydro-2H-puran (9.5 g) and p-toluenesulfonic acid hydrate (0.5 g) in THF (100 ml) was stirred at room temperature for 1 hour then diluted with 5% sodium bicarbonate (300 ml) and extracted with ethyl acetate (500 ml). Organic layer was then dried over sodium sulphate, solvent removed under vacuum to give expected product (21 g).

後処理

  1. extractionextracted with ethyl acetate (500 ml)
  2. dry with materialOrganic layer was then dried over sodium sulphate, solvent
  3. customremoved under vacuum

出典と根拠

ORDレコード
ord-35316238b9c6450ea84fb7cf893a78e4
出典データセット
uspto-grants-2011_09
特許番号
US08026236B2

反応ノート

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