Triethylamine → Diethyl 4-(amino(phenyl)methyl)phenylphosphonate

HRID 1525210

반응식

HRID 1525210 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[NH2:9])=[CH:4][CH:3]=1.[P:16]([O-:23])([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19].CCN(CC)CC>C1(C)C=CC=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[NH2:9][CH:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:5]1[CH:6]=[CH:7][C:2]([P:16](=[O:23])([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19])=[CH:3][CH:4]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 350040(4-Bromophenyl)(phenyl)methanamineHCID 3780918Diethylphosphite

생성물 1

HCID 89462707Diethyl 4-(amino(phenyl)methyl)phenylphosphonate

시약·촉매·용매 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매HCID 1140Toluene용매

실험 절차

To 2-b′ (9 g, 25 mmol), diethyl phosphite (10.5 g, 75 mmol) and Et3N (8.5 g, 75 mmol) in toluene was added PdCl2(dppf) (7.5 g). The mixture was allowed to stir overnight at reflux. The mixture was filtered and the filtrate was concentrated under vacuum. The residue was taken into ethyl acetate and washed with saturated NH3Cl. The organic layer was concentrated under vacuum and the residue was purified over silica gel to provide the crude product 2-c (15 g). (M+Na)+=442.

후처리

  1. temperatureat reflux
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated under vacuum
  4. washwashed with saturated NH3Cl
  5. concentrationThe organic layer was concentrated under vacuum
  6. customthe residue was purified over silica gel

출처 및 근거

ORD 기록
ord-ff9f84fb57a74a3492ba554561281064
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079930B2

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