Lithium Hydroxide → 2-(4-(1-(Tert-butoxycarbonyl)piperidin-4-yloxy)-2-methoxyphenyl)acetic acid

HRID 1292348

反応式

HRID 1292348 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH:10]2[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]2)[CH:6]=[CH:5][C:4]=1[CH2:23][C:24]([O:26]C)=[O:25].[OH-].[Li+]>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH:10]2[CH2:11][CH2:12][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:20])[CH3:21])=[O:17])[CH2:14][CH2:15]2)[CH:6]=[CH:5][C:4]=1[CH2:23][C:24]([OH:26])=[O:25]

参加物

4

反応物 2

HCID 3939Lithium Hydroxide2 回HCID 18914175Methyl 2-methoxy-4-(1-Boc-4-piperidyloxy)phenylacetate

生成物 1

HCID 189141692-(4-(1-(Tert-butoxycarbonyl)piperidin-4-yloxy)-2-methoxyphenyl)acetic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Methyl 2-methoxy-4-(1-Boc-4-piperidyloxy)phenylacetate (1.37 g, 3.6 mmol) was dissolved in THF (27 ml) and treated with lithium hydroxide (4.5 ml of a 1M aqueous solution, 4.5 mmol). The mixture was stirred at ambient temperature for 4.5 hours, then treated with an additional 0.9 ml of 1M lithium hydroxide and stirred at ambient temperature for 18 hours. The mixture was concentrated in vacuo, and the residue was acidified with 1M HCl, and extracted with ethyl acetate. The combined ethyl acetate layers were dried over sodium sulfate, filtered, and evaporated to dryness in vacuo. The residue was reconcentrated from ether to give 2-methoxy-4-(1-Boc-4-piperidyloxy)phenylacetic acid.

後処理

  1. stirringstirred at ambient temperature for 18 hours
  2. concentrationThe mixture was concentrated in vacuo
  3. extractionextracted with ethyl acetate
  4. dry with materialThe combined ethyl acetate layers were dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness in vacuo

出典と根拠

ORDレコード
ord-f18b6242e2da413b9f697b4d24450bb6
出典データセット
uspto-grants-1998_05
特許番号
US05756504

関連ノート

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