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Hydrochloric Acid → 3-Methyl-4-(trifluoromethyl)benzoic acid

HRID 418140
ノート
印刷プレビュー

反応式

HRID 418140 の反応式
[CH3:1][C:2]1[CH:3]=C([CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])C#N.[OH-:14].[Na+].Cl.[O:17]1[CH2:22][CH2:21]OCC1>CC(OC)(C)C>[CH3:1][C:2]1[CH:3]=[C:21]([CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])[C:22]([OH:17])=[O:14]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 574686963-Methyl-4-(trifluoromethyl)benzonitrile

生成物 1

HCID 666504483-Methyl-4-(trifluoromethyl)benzoic acid

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒

反応条件

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート
温度
23 °C

実験手順

A mixture of 3-methyl-4-trifluoromethyl-benzonitrile from step 5 (16.25 g, 88 mmol) and 3 N NaOH (88 mL, 264 mmol) in dioxane (90 mL) was refluxed for 18 h. The mixture was cooled to 23° C., diluted with TBME, acidified with 1 N HCl to pH 1 and extracted twice with TBME. The combined organic layers were washed with brine, dried over MgSO4. Removal of the solvent in vacuum left the title compound as an off white solid (14.46 g, 81%), %), which was used without further purification. MS (ISN) 203.1 [M−H].

後処理

  1. temperaturewas refluxed for 18 h
  2. extractionextracted twice with TBME
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over MgSO4
  5. customRemoval of the solvent in vacuum
  6. waitleft the title compound as an off white solid (14.46 g, 81%)
  7. custom%), which was used without further purification

出典と根拠

ORDレコード
ord-20ef7f4c4c9a4f3e9a91a5c924c85f7d
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08093263B2

反応ノート

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