Phenol → HCID 18362102、化合物

HRID 382851ノート

反応式

HRID 382851 の反応式
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH2:10]=[C:11]([CH:19](OC(=O)C)[C:20]([Cl:23])([Cl:22])[Cl:21])[C:12]([O:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:13].[O-]C1C=CC=CC=1>O1CCCC1.CCOCC.O>[CH2:10]=[C:11]([CH:19]([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:20]([Cl:21])([Cl:23])[Cl:22])[C:12]([O:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:13]

参加物

8

反応物 4

HCID 996PhenolHCID 24758Sodium hydrideHCID 119047PhenolateHCID 11220844Butyl 2-methylene-3-acetoxy-4,4,4-trichlorobutyrate

生成物 1

HCID 18362102HCID 18362102、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
0 °C

実験手順

Phenol (2.0 g) in 15 ml of tetrahydrofuran (THF) was slowly added to sodium hydride (1.0 g, 60% in oil) suspended in 5 ml THF at 0° C. Fifteen minutes later, 3.0 g of butyl 2-methylene-3-acetoxy-4,4,4-trichlorobutyrate (crude, GC: 86%) in 10 ml THF was slowly dropped into the phenoxide solution. The reaction was stirred at 0° C. for 3 hours and then permitted to warm to room temperature. The reaction was worked up by addition of 50 ml of water and 50 ml of ether. The organic layer was separated and the solvents were removed by vacuum. The resulting yellow oil was transferred to an alumina column and the product was eluted out with hexanes. A slightly yellow oil was obtained after removal of the hexanes, 3.1 g. The product was confirmed by NMR spectroscopy to be butyl 2-methylene-3-phenoxy-4,4,4-trichlorobutyrate.

後処理

  1. temperatureto warm to room temperature
  2. customThe organic layer was separated
  3. customthe solvents were removed by vacuum
  4. washthe product was eluted out with hexanes
  5. customA slightly yellow oil was obtained
  6. customafter removal of the hexanes, 3.1 g

出典と根拠

ORDレコード
ord-734356d3842c4fc192dede0236f780be
出典データセット
uspto-grants-2001_10
特許番号
US06310237B1

反応ノート

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