Potassium Hydroxide → 3-Fluoro-4-(oxetan-3-yloxy)benzoic acid

HRID 2204189

反応式

HRID 2204189 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH:13]1[CH2:16][O:15][CH2:14]1)[C:5]([O:7]C)=[O:6].[OH-].[K+]>CO>[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH:13]1[CH2:14][O:15][CH2:16]1)[C:5]([OH:7])=[O:6]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 58550731Methyl 3-fluoro-4-(oxetan-3-yloxy)benzoate

生成物 1

HCID 566044493-Fluoro-4-(oxetan-3-yloxy)benzoic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Crude methyl 3-fluoro-4-(oxetan-3-yloxy)benzoate from Step 1, MeOH (1 mL), and KOH (4.0 mL of 3.0 M, 12 mmol) were combined and the mixture was allowed to stir for 3 h at rt. The mixture was extracted with EtOAc and the organic layer was discarded. The aqueous layer was then treated with 1N HCl and the pH was adjusted to pH 3. The aqueous layer was extracted with EtOAc (3×) and the combined organic layers were dried over sodium sulfate and the solvent was removed. The crude acid was used without further purification. ESI-MS m/z calc. 212.1, found 213.0 (M+1)+; Retention time: 1.65 minutes (4 min run).

後処理

  1. extractionThe mixture was extracted with EtOAc
  2. additionThe aqueous layer was then treated with 1N HCl
  3. extractionThe aqueous layer was extracted with EtOAc (3×)
  4. dry with materialthe combined organic layers were dried over sodium sulfate
  5. customthe solvent was removed
  6. customThe crude acid was used without further purification
  7. customRetention time: 1.65 minutes (4 min run)

出典と根拠

ORDレコード
ord-06ccacd31d2a4bbca48841caec0e30b4
出典データセット
uspto-grants-2016_06
特許番号
US09365588B2

関連ノート

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