Lithium Hydroxide → 6-(Tert-butoxy)-6-oxohexanoic acid

HRID 63401

反応式

HRID 63401 の反応式
[OH-].[Li+].C[O:4][C:5](=[O:17])[CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11]>CO.O>[C:13]([O:12][C:10](=[O:11])[CH2:9][CH2:8][CH2:7][CH2:6][C:5]([OH:17])=[O:4])([CH3:16])([CH3:14])[CH3:15]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 184750351-(1,1-Dimethylethyl) 6-methyl hexanedioate

生成物 1

HCID 159089376-(Tert-butoxy)-6-oxohexanoic acid収率 89.9%

試薬・触媒・溶媒 1

HCID 22242641Methanol--water (1/1)溶媒

実験手順

Lithium hydroxide (0.53 g, 22 mmol) was added to a solution of hexanedioic acid tert-butyl ester methyl ester (4.8 g, 22 mmol) in 3:1 methanol-water (80 mL), and the resulting mixture was stirred at room temperature for 16 hours. The mixture was evaporated under vacuum. The residue was partitioned between water (60 mL) and methylene chloride (75 mL), and the aqueous phase was washed with methylene chloride (3×75 mL) and evaporated, providing 4.0 g of hexanedioic acid mono-tert-butyl ester, lithium salt; 1H NMR (D2O) δ 1.45 (s, 9H), 1.54-1.58 (m, 4H), 2.15-2.20 (m, 2H), 2.25-2.34 (m, 2H).

後処理

  1. customThe mixture was evaporated under vacuum
  2. customThe residue was partitioned between water (60 mL) and methylene chloride (75 mL)
  3. washthe aqueous phase was washed with methylene chloride (3×75 mL)
  4. customevaporated

出典と根拠

ORDレコード
ord-26bfa110666f4cc095549042b2167b1e
出典データセット
uspto-grants-2016_09
特許番号
US09447070B2

関連ノート

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