1,1,3,3-Tetramethylguanidine → HCID 57925910, 화합물

HRID 1013463노트

반응식

HRID 1013463 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10]Br)=[CH:6][CH:5]=1.[CH3:13][C:14]1([CH3:21])[CH2:19][O:18][PH:17](=[O:20])[O:16][CH2:15]1.CN(C)C(N(C)C)=N>C1(C)C=CC=CC=1.Cl>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][P:17]2(=[O:20])[O:18][CH2:19][C:14]([CH3:21])([CH3:13])[CH2:15][O:16]2)=[CH:6][CH:5]=1

참가 물질

6

반응물 3

HCID 664601,1,3,3-TetramethylguanidineHCID 777171,3,2-Dioxaphosphorinane, 5,5-dimethyl-, 2-oxideHCID 256687Methyl 4-(bromomethyl)benzoate

생성물 1

HCID 57925910HCID 57925910, 화합물

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 1140Toluene용매

실험 절차

4-Bromomethyl-benzoic acid methyl ester (0.50 g, 2.18 mmol) was made 2.0 M in anhydrous toluene and to this mixture was added 5,5-dimethyl-[1,3,2]dioxaphosphinane 2-oxide (0.66 g, 4.37 mmol) followed by N,N,N′,N′-tetramethyl-guanidine (0.25 g, 2.18 mmol). The mixture was stirred at ambient temperature for 18 hours. The reaction mixture was then diluted with 1N aq HCl and extracted with EtOAc. The organic layer was again washed with 1 N aqueous HCl, brine, dried (MgSO4) then concentrated in vacuo. The residue was purified by MPLC (0-70% EtOAc in CH2Cl2) to afford the title compound: MS: cal'd 299 (MH+), exp 299 (MH+)

후처리

  1. extractionextracted with EtOAc
  2. washThe organic layer was again washed with 1 N aqueous HCl, brine
  3. dry with materialdried (MgSO4)
  4. concentrationthen concentrated in vacuo
  5. customThe residue was purified by MPLC (0-70% EtOAc in CH2Cl2)

출처 및 근거

ORD 기록
ord-259ed4bfbc024b128f29dcd5b08dc25c
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981874B2

반응 노트

불러오는 중…