Water → 4-Pentynoic acid, 1,1-dimethylethyl ester

HRID 604784

反応式

HRID 604784 の反応式
C(=O)([O-])[O-].[K+].[K+].[C:7](Br)([CH3:10])([CH3:9])[CH3:8].[C:12]([OH:18])(=[O:17])[CH2:13][CH2:14][C:15]#[CH:16].O>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.CN(C)C(=O)C>[C:12]([O:18][C:7]([CH3:10])([CH3:9])[CH3:8])(=[O:17])[CH2:13][CH2:14][C:15]#[CH:16]

参加物

7

反応物 4

HCID 962WaterHCID 10485t-Butyl bromideHCID 11430Potassium CarbonateHCID 224644-Pentynoic acid

生成物 1

HCID 108773414-Pentynoic acid, 1,1-dimethylethyl ester

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride触媒HCID 31374Dimethylacetamide溶媒

反応条件

温度
55 °C

実験手順

Benzyltriethylammonium chloride (5.92 g), potassium carbonate (93.4 g), and t-butyl bromide (143 ml) were added to a solution of 4-pentynoic acid (2550 mg) in N,N-dimethylacetamide (230 ml), and this reaction mixture was stirred at 55° C. for 24 hours. After water was added, the reaction mixture was extracted with ethyl acetate, washed with water, dried over anhydrous magnesium chloride, and then filtered through silica gel. The filtrate was concentrated under reduced pressure to give the title compound (2.10 g). This compound was used in the following reaction without further purification.

後処理

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washwashed with water
  3. dry with materialdried over anhydrous magnesium chloride
  4. filtrationfiltered through silica gel
  5. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-2ad4ecf459ea40bd8e5e1c372a001624
出典データセット
uspto-grants-2011_03
特許番号
US07910712B2

関連ノート

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