Lithium Hydroxide → 2-Carboxy-2-(t-butyl)thiomethyl-1,2,3,4-tetrahydronaphthalene

HRID 1656046ノート

反応式

HRID 1656046 の反応式
[C:1]([C:5]1([CH2:15][S:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1)([O:3]C)=[O:2].[OH-].[Li+]>CO.O>[C:1]([C:5]1([CH2:15][S:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1)([OH:3])=[O:2]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 197899492-Carbomethoxy-2-(t-butyl)thiomethyl-1,2,3,4-tetrahydronaphthalene

生成物 1

HCID 197899372-Carboxy-2-(t-butyl)thiomethyl-1,2,3,4-tetrahydronaphthalene収率 99%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

Dissolve 2-carbomethoxy-2-(t-butyl)thiomethyl-1,2,3,4-tetrahydronaphthalene (2.5 g, 8.6 mmol) in methanol (50 mL) and add 1N lithium hydroxide (15 mL, 15 mmol). Stir at reflux for 12 hours and at room temperature for an additional 12 hours. Dilute with water (10 mL) and concentrate in vacuo to 20 mL. Wash with ethyl ether and acidify the aqueous phase with 2N hydrochloric acid. Extract with methylene chloride (2×25 mL), dry (MgSO4) and evaporate the solvent in vacuo to give the title compound as a crystalline solid (2.37 g, 99%).

後処理

  1. concentrationconcentrate in vacuo to 20 mL
  2. washWash with ethyl ether
  3. extractionExtract with methylene chloride (2×25 mL)
  4. dry with materialdry (MgSO4)
  5. customevaporate the solvent in vacuo

出典と根拠

ORDレコード
ord-10581ad776824abb8e98b36396b8a111
出典データセット
uspto-grants-1993_10
特許番号
US05252601

反応ノート

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