Acetyl chloride → 5-(4-(2-(Piperidin-1-yl)ethoxy)phenoxy)-6-(trifluoromethylsulfonyloxy)naphthalen-2-yl acetate

HRID 445219노트

반응식

HRID 445219 반응식
[C:1](Cl)(=[O:3])[CH3:2].[F:5][C:6]([F:39])([F:38])[S:7]([O:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([OH:21])[CH:17]=2)[C:12]=1[O:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH2:30][CH2:31][N:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)=[CH:25][CH:24]=1)(=[O:9])=[O:8].C(N(C(C)C)CC)(C)C>>[C:1]([O:21][C:16]1[CH:15]=[CH:14][C:13]2[C:18](=[CH:19][CH:20]=[C:11]([O:10][S:7]([C:6]([F:38])([F:5])[F:39])(=[O:9])=[O:8])[C:12]=2[O:22][C:23]2[CH:24]=[CH:25][C:26]([O:29][CH2:30][CH2:31][N:32]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]3)=[CH:27][CH:28]=2)[CH:17]=1)(=[O:3])[CH3:2]

참가 물질

4

반응물 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 866071646-Hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl trifluoromethanesulfonate

생성물 1

HCID 583385445-(4-(2-(Piperidin-1-yl)ethoxy)phenoxy)-6-(trifluoromethylsulfonyloxy)naphthalen-2-yl acetate수율 90%

실험 절차

Add acetyl chloride (0.67 mL, 9.41 mmol) to a solution of 6-hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl trifluoromethanesulfonate (2.4 g, 4.69 mmol) and diisopropylethylamine (2.45 mL, 14.05 mmol). Stir the mixture for 1 hour and then quench with aqueous sodium bicarbonate. Extract the mixture 3 times with dichloromethane. Combine the extracts, dry over sodium sulfate, filter, and concentrate to obtain the title compound (2.33 g, 4.22 mmol).

후처리

  1. customquench with aqueous sodium bicarbonate
  2. extractionExtract the mixture 3 times with dichloromethane
  3. dry with materialdry over sodium sulfate
  4. filtrationfilter
  5. concentrationconcentrate

출처 및 근거

ORD 기록
ord-b2291a587cc241779fce8f9f32bcad24
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476300B2

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