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Lithium Hydroxide → 3-Methoxy-4-(2-(trifluoromethoxy)ethoxy)benzoic acid

HRID 1405379
ノート
印刷プレビュー

反応式

HRID 1405379 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][O:16][C:17]([F:20])([F:19])[F:18])[C:6]([O:8]C)=[O:7].[Li+].[OH-]>C1COCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][O:16][C:17]([F:18])([F:19])[F:20])[C:6]([OH:8])=[O:7]
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

5

反応物 2

HCID 3939Lithium HydroxideHCID 58550981HCID 58550981、化合物

生成物 1

HCID 585518393-Methoxy-4-(2-(trifluoromethoxy)ethoxy)benzoic acid収率 82%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

Methyl 3-methoxy-4-(2-(trifluoromethoxy)ethoxy)benzoate (obtained in Step 1) was dissolved in THF (5 mL) and a suspension of LiOH (550 mg, 23 mmol) in water (5 mL) was added. The mixture was stirred vigorously and heated at 60° C. for 6 h before it was concentrated to half volume. Water (5 mL) was added and the mixture was extracted with diethyl ether (1×10 mL). The aqueous layer was acidified with 4N HCl to pH 2. The resulting mixture was extracted with ethyl acetate (3×10 mL) and the combined organics were washed (1×10 mL H2O, 1×10 mL brine), dried over MgSO4 and evaporated to give 3-methoxy-4-(2-(trifluoromethoxy)ethoxy)benzoic acid (1.0 g, 82%) as a white solid. ESI-MS m/z calc. 280.1, found 281.3 (M+1)+; Retention time: 1.34 minutes (3 min run).

後処理

  1. additionwas added
  2. concentrationwas concentrated to half volume
  3. additionWater (5 mL) was added
  4. extractionthe mixture was extracted with diethyl ether (1×10 mL)
  5. extractionThe resulting mixture was extracted with ethyl acetate (3×10 mL)
  6. washthe combined organics were washed (1×10 mL H2O, 1×10 mL brine)
  7. dry with materialdried over MgSO4
  8. customevaporated

出典と根拠

ORDレコード
ord-ca4f0e648f9f4e2485df9b8df551fac2
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08916565B2

反応ノート

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