Tetrabutylammonium Fluoride → 1-(2-Chloropyridin-3-yl)propane-1,3-diol

HRID 1363174노트

반응식

HRID 1363174 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][CH2:27][CH2:28][CH:29]([C:31]1[C:32]([Cl:37])=[N:33][CH:34]=[CH:35][CH:36]=1)[OH:30])(C(C)(C)C)(C)C>C1COCC1>[Cl:37][C:32]1[C:31]([CH:29]([OH:30])[CH2:28][CH2:27][OH:26])=[CH:36][CH:35]=[CH:34][N:33]=1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 598464463-(tert-Butyldimethylsilyloxy)-1-(2-chloropyridin-3-yl)propan-1-ol

생성물 1

HCID 598465701-(2-Chloropyridin-3-yl)propane-1,3-diol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of tetrabutylammonium fluoride in THF (1M, 3.3 mL) was added to a solution of 3-(tert-butyldimethylsilyloxy)-1-(2-chloropyridin-3-yl)propan-1-ol in THF (5 mL) and stirred for 60 min, then silica gel was added and the solvent were removed under reduced pressure. The entire flask contents were added to a column, that was prepared and eluted with 75% ETOAC/Hex, to yield that titled product (0.49 g), NMR CD3OD 1H δ 8.3 (dd, 1H), 8.0 (dd, 1H), 7.4 (dd, 1H), 5.1 (dd, 1H), 3.8 (m, 2H), 2.0 (m, 1H), 1.8 (m, 1H); MH+=188/190.

후처리

  1. additionsilica gel was added
  2. customthe solvent were removed under reduced pressure
  3. additionThe entire flask contents were added to a column, that
  4. customwas prepared
  5. washeluted with 75% ETOAC/Hex

출처 및 근거

ORD 기록
ord-e72610600fea43d28ef1d6c64e8a750e
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07884109B2

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