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

HRID 964458

반응식

HRID 964458 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-12ae317766c64999bd88ae188a0b1199
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05767310

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