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

HRID 445219ノート

反応式

HRID 445219 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b2291a587cc241779fce8f9f32bcad24
出典データセット
uspto-grants-2013_07
特許番号
US08476300B2

反応ノート

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