Pyridine → 1-Ethoxylcarbonyl-cyclopropanyl chloroformate

HRID 1815721

反応式

HRID 1815721 の反応式
C1COCC1.[CH2:6]([O:8][C:9]([C:11]1([OH:14])[CH2:13][CH2:12]1)=[O:10])[CH3:7].N1C=CC=CC=1.[C:21](Cl)([Cl:23])=[O:22]>C(Cl)Cl>[Cl:23][C:21]([O:14][C:11]1([C:9]([O:8][CH2:6][CH3:7])=[O:10])[CH2:13][CH2:12]1)=[O:22]

参加物

6

反応物 4

HCID 1049PyridineHCID 6371PhosgeneHCID 8028TetrahydrofuranHCID 2733706Ethyl 1-hydroxycyclopropane-1-carboxylate

生成物 1

HCID 224992811-Ethoxylcarbonyl-cyclopropanyl chloroformate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Step 81) A THF solution (50 mL) of 1-hydroxy-cyclopropanecarboxylic acid ethyl ester (5 g, 38.4 mmol) and pyridine (3.3 mL, 41 mmol) was added dropwise a phosgen/toleune solution (25 mL, 47.5 mmol) at 0° C. in 5-10 min. the reaction mixture was allowed slowly warm up overnite. The solid was filtered off and the filtration was concentrated in vacuo. The residue was dissolved in hexane, refiltered, and concentrated in vacuo to afford.7.4 g (100%) the product. The product was dissolved in CH2Cl2 (100 mL) as a stack solution: 1H NMR (300 MHz, CHLOROFORM-D) □ ppm 1.25 (t, J=7.14 Hz, 3H), 1.37 (m, 2H), 1.57 (m, 2H), 4.21 (q, J=6.95 Hz, 2H); (ppm) 13.97, 15.75, 62.07, 62.13, 150.54, 168.71.

後処理

  1. temperaturewas allowed slowly warm up overnite
  2. filtrationThe solid was filtered off
  3. filtrationthe filtration
  4. concentrationwas concentrated in vacuo
  5. dissolutionThe residue was dissolved in hexane
  6. concentrationconcentrated in vacuo
  7. customto afford

出典と根拠

ORDレコード
ord-ac99576a227a4a298ffb7013f6502943
出典データセット
uspto-grants-2005_04
特許番号
US06878722B2

関連ノート

読み込み中…