Pyridine → 2-adamantyl Chloroformate

HRID 326721

반응식

HRID 326721 반응식
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[OH:11])[CH2:8]2.[Cl:12][C:13](Cl)([O:15]C(=O)OC(Cl)(Cl)Cl)Cl.N1C=CC=CC=1>C(Cl)Cl>[Cl:12][C:13]([O:11][CH:2]1[CH:3]2[CH2:9][CH:7]3[CH2:6][CH:5]([CH2:10][CH:1]1[CH2:8]3)[CH2:4]2)=[O:15]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 641492-AdamantanolHCID 94429Triphosgene

생성물 1

HCID 108785372-adamantyl Chloroformate수율 207.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 2-adamantanol (912 mg, 5.99 mmol) in methylene chloride (15 mL), at 0° C. under nitrogen, was added a solution of triphosgene (653 mg, 2.2 mmol) and pyridine (484 μL, 5.99 mmol) in methylene chloride. The reaction mixture was stirred at ambient temperature for 3 hours and then concentrated to dryness under reduced pressure. Ethyl acetate was added to the residue and the resultant mixture was filtered. The filtrate was concentrated in vacuo to give 980 mg of the title compound as a white powder. 1H NMR (CDCl3) δ1.5-2.2 (m, 14H), 5.02 (m, 1H).

후처리

  1. concentrationconcentrated to dryness under reduced pressure
  2. additionEthyl acetate was added to the residue
  3. filtrationthe resultant mixture was filtered
  4. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-7542839594044763989280a129f3bb2e
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05270302

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