Pyridine → HCID 58137266, 화합물

HRID 1424568노트

반응식

HRID 1424568 반응식
[OH:1][CH:2]1[CH:9]2[CH2:10][C:5]3([C:12]([O:14][CH3:15])=[O:13])[CH2:6][CH:7]([CH2:11][CH:3]1[CH2:4]3)[CH2:8]2.N1C=CC=CC=1.[Cl:22][C:23](Cl)([O:25]C(=O)OC(Cl)(Cl)Cl)Cl>C(Cl)Cl>[Cl:22][C:23]([O:1][CH:2]1[CH:9]2[CH2:10][C:5]3([C:12]([O:14][CH3:15])=[O:13])[CH2:6][CH:7]([CH2:11][CH:3]1[CH2:4]3)[CH2:8]2)=[O:25]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 94429TriphosgeneHCID 3741502Methyl 4-hydroxyadamantane-1-carboxylate

생성물 1

HCID 58137266HCID 58137266, 화합물수율 272.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A stirred solution of methyl 4-hydroxyadamantane-1-carboxylate (1.01 g, 4.8 mmol) and pyridine (0.38 mL, 4.8 mmol) in CH2Cl2 (25 mL) was cooled in an ice bath and a solution of triphosgene (0.48 g, 1.6 mmol) in CH2Cl2 (10 mL) was added dropwise over 15 min. The mixture ice bath was allowed to melt and the mixture was stirred for 3 h. The mixture was evaporated to dryness and the residue was triturated with EtOAc (100 mL). The filtrate was concentrated to afford 1-methoxycarbonyl-4-adamantyl chloroformate (1.19 g, 91%) as an oil which solidified on standing.

후처리

  1. customThe mixture was evaporated to dryness
  2. customthe residue was triturated with EtOAc (100 mL)
  3. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-3e3b9d157d3f43a4871374f2f7e246df
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927715B2

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