1,1,3,3-Tetramethylguanidine → HCID 57925910、化合物

HRID 1013463ノート

反応式

HRID 1013463 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 57925910HCID 57925910、化合物

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 1140Toluene溶媒

実験手順

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+)

後処理

  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)

出典と根拠

ORDレコード
ord-259ed4bfbc024b128f29dcd5b08dc25c
出典データセット
uspto-grants-2011_07
特許番号
US07981874B2

反応ノート

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