Trimethyl phosphite → HCID 54194150, 화합물

HRID 233439

반응식

HRID 233439 반응식
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]

참가 물질

3

반응물 2

HCID 8472Trimethyl phosphiteHCID 323859-(Chloromethyl)anthracene

생성물 1

HCID 54194150HCID 54194150, 화합물수율 40.5%

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e8fd225220224ebe9614ca6f948f60e1
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05593980

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