Pyridine → HCID 58137266、化合物

HRID 1424568ノート

反応式

HRID 1424568 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 58137266HCID 58137266、化合物収率 272.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-3e3b9d157d3f43a4871374f2f7e246df
出典データセット
uspto-grants-2015_01
特許番号
US08927715B2

反応ノート

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