Tetrabutylammonium Fluoride → 2-(3-Tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid

HRID 1848641ノート

反応式

HRID 1848641 の反応式
C[Si](C)(C)CC[O:5][C:6](=[O:37])[C:7]1[CH:12]=[C:11]([C:13]2[CH:14]=[N:15][C:16]([C:21]([F:24])([F:23])[F:22])=[CH:17][C:18]=2[C:19]#[N:20])[C:10]([Cl:25])=[CH:9][C:8]=1[O:26][CH2:27][CH2:28][CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:33]([O:32][C:30]([CH2:29][CH2:28][CH2:27][O:26][C:8]1[CH:9]=[C:10]([Cl:25])[C:11]([C:13]2[CH:14]=[N:15][C:16]([C:21]([F:23])([F:24])[F:22])=[CH:17][C:18]=2[C:19]#[N:20])=[CH:12][C:7]=1[C:6]([OH:37])=[O:5])=[O:31])([CH3:36])([CH3:34])[CH3:35]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 686032652-(3-Tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid 2-trimethylsilanyl-ethyl ester

生成物 1

HCID 686028022-(3-Tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid収率 75%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2-(3-tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid 2-trimethylsilanyl-ethyl ester (1.3 g, 2.2 mmol) and tetrabutyl-ammonium fluoride (6.6 mL, 6.6 mmol, 1 M in THF) in THF (20 mL) was stirred at rt for 30 minutes. The mixture was then concentrated and diluted with ether. The ether layer was washed with water, dried and concentrated to yield 2-(3-tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid (0.8 g). MS [M+H]+: 485.1; tR=2.96 min (method 1)

後処理

  1. concentrationThe mixture was then concentrated
  2. additiondiluted with ether
  3. washThe ether layer was washed with water
  4. customdried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-1860eef0b0d8481287e788369c9d26e5
出典データセット
uspto-grants-2015_02
特許番号
US08952161B2

反応ノート

読み込み中…