Sodium Hydroxide → 1-Oxo-2-ethoxy-2-(2-ethylphosphonoethyl)-1,2-diphenylethane

HRID 1110999ノート

反応式

HRID 1110999 の反応式
[O:1]=[C:2]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:3]([O:20][CH2:21][CH3:22])([CH2:10][CH2:11][P:12]([O:17]CC)([O:14][CH2:15][CH3:16])=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(OC(C1C=CC=CC=1)C(=O)C1C=CC=CC=1)C.CCOP(OC=C)(OCC)=O.[OH-].[Na+]>C(O)C>[O:1]=[C:2]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:3]([O:20][CH2:21][CH3:22])([CH2:10][CH2:11][P:12]([OH:17])([O:14][CH2:15][CH3:16])=[O:13])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 101778Benzoin ethyl etherHCID 573017Diethyl vinyl phosphateHCID 539682701-Oxo-2-ethoxy-2-(2-diethylphosphonoethyl)-1,2-diphenylethane

生成物 1

HCID 539050581-Oxo-2-ethoxy-2-(2-ethylphosphonoethyl)-1,2-diphenylethane

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1-Oxo-2-ethoxy-2-(2-diethylphosphonoethyl)-1,2-diphenylethane (25 g, prepared from benzoin ethyl ether and diethyl vinyl phosphonate as described in Example 3 of U.S. Pat. No. 4,082,821) is dissolved in ethanol (200 ml). Sodium hydroxide (20 g) is added to the solution and the mixture is heated under reflux for 3 hours. The ethanol is removed by rotary evaporation, water is added, and the mixture is washed with diethyl ether (4×100 ml) to remove unreacted starting material. Concentrated hydrochloric acid is added to the aqueous mixture until the pH is zero. The resulting mixture is washed with ether, water is evaporated and the residue is recrystallised from a mixture of acetone and ether to give 12.5 g of product, a compound of formula XVIII where R1 is ethoxy, R3 and Ar1 are each phenyl, R7 is --CH2CH2 --and R8 is --CH2CH3.

後処理

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 3 hours
  3. customThe ethanol is removed by rotary evaporation, water
  4. additionis added
  5. washthe mixture is washed with diethyl ether (4×100 ml)
  6. customto remove unreacted
  7. additionConcentrated hydrochloric acid is added to the aqueous mixture until the pH is zero
  8. washThe resulting mixture is washed with ether, water
  9. customis evaporated
  10. customthe residue is recrystallised from a mixture of acetone and ether

出典と根拠

ORDレコード
ord-7d063b9c00e84efc959a42442b6a0993
出典データセット
uspto-grants-1990_12
特許番号
US04977293

反応ノート

読み込み中…