Tetrabutylammonium Fluoride → 2,6-Dipropyl-4-(2-hydroxyethyl)phenol

HRID 1378841

反応式

HRID 1378841 の反応式
[Si]([O:8][C:9]1[C:14]([CH2:15][CH2:16][CH3:17])=[CH:13][C:12]([CH2:18][CH2:19][OH:20])=[CH:11][C:10]=1[CH2:21][CH2:22][CH3:23])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH2:21]([C:10]1[CH:11]=[C:12]([CH2:18][CH2:19][OH:20])[CH:13]=[C:14]([CH2:15][CH2:16][CH3:17])[C:9]=1[OH:8])[CH2:22][CH3:23]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 19080442t-Butyldimethylsilyloxy-2,6-dipropyl-4-(2-hydroxyethyl)-benzene

生成物 1

HCID 190803732,6-Dipropyl-4-(2-hydroxyethyl)phenol収率 170.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 1.0 g (2.98 mmol) of the product of Step C in 3.0 mL of THF was added 3.57 mL (3.57 mmol) of 1.0N solution of tetrabutylammonium fluoride in THF. After 15 minutes TLC indicated that the reaction was complete. The reaction mixture was concentrated and then purified by flash chromatography (silica gel, hexane/ethyl acetate 3:1) to give 1.13 g of the title compound.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by flash chromatography (silica gel, hexane/ethyl acetate 3:1)

出典と根拠

ORDレコード
ord-2ec0b3648f4e4ce9aa1b431cbce5977c
出典データセット
uspto-grants-1997_09
特許番号
US05668176

関連ノート

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