Trimethyl phosphite → HCID 54194150、化合物

HRID 233439

反応式

HRID 233439 の反応式
Cl[CH2:2][C:3]1[C:4]2[C:9]([CH:10]=[C:11]3[C:16]=1[CH:15]=[CH:14][CH:13]=[CH:12]3)=[CH:8][CH:7]=[CH:6][CH:5]=2.[CH3:17][O:18][P:19]([O:22]C)[O:20][CH3:21]>>[CH3:17][O:18][P:19]([CH2:2][C:3]1[C:4]2[C:9]([CH:10]=[C:11]3[C:16]=1[CH:15]=[CH:14][CH:13]=[CH:12]3)=[CH:8][CH:7]=[CH:6][CH:5]=2)(=[O:22])[O:20][CH3:21]

参加物

3

反応物 2

HCID 8472Trimethyl phosphiteHCID 323859-(Chloromethyl)anthracene

生成物 1

HCID 54194150HCID 54194150、化合物収率 40.5%

実験手順

A solution of 9-(chloromethyl)anthracene (2.5 g, 0.011M) in trimethylphosphite (5 mL, 5.26 g, 0.042 M) is heated at reflux temperature for 72 hours. Excess trimethylphosphite is removed under reduced pressure and the residue is chromatographed over silica gel (400 g, 40-63 μm, CH2Cl2, 50 mL fractions) using CH2Cl2 (60 fractions) and 2% CH3OH in CH2Cl2 for the remaining fractions. Fractions 86-93 (2.99 g) are found to contain desired material and an impurity and are rechromatographed (400 g silica gel, 40-63 lam, CH2Cl2, 50 mL fractions) using 2.5% acetone-CH2Cl2 to elute the column. Fractions 100-160 contains compound (1.495 g, 0.00498M, 45%) as a yellow solid. Crystallization from ethyl acetate gives the title compound (1.34 g) as yellow needles, mp 152°-153° C.

後処理

  1. temperatureat reflux temperature for 72 hours
  2. customExcess trimethylphosphite is removed under reduced pressure
  3. customthe residue is chromatographed over silica gel (400 g, 40-63 μm, CH2Cl2, 50 mL fractions)
  4. customan impurity and are rechromatographed (400 g silica gel, 40-63 lam, CH2Cl2, 50 mL fractions)
  5. washto elute the column
  6. customCrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-e8fd225220224ebe9614ca6f948f60e1
出典データセット
uspto-grants-1997_01
特許番号
US05593980

関連ノート

読み込み中…