Triethylamine → 1-[9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]-1H-pyrazole

HRID 76230

反応式

HRID 76230 の反応式
[CH2:1]([C:4]1([NH:14][NH2:15])[CH2:13][C:8]2([CH2:12][CH2:11][CH2:10][CH2:9]2)[O:7][CH2:6][CH2:5]1)[CH:2]=[CH2:3].CCN(CC)CC.CN(C)[CH:25]=[CH:26][CH:27]=O>CC(O)C>[CH2:1]([C:4]1([N:14]2[CH:27]=[CH:26][CH:25]=[N:15]2)[CH2:13][C:8]2([CH2:12][CH2:11][CH2:10][CH2:9]2)[O:7][CH2:6][CH2:5]1)[CH:2]=[CH2:3]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 791253-(Dimethylamino)-2-propenalHCID 68314598[9-(Prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]hydrazine

生成物 1

HCID 683141651-[9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]-1H-pyrazole収率 31%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A solution of [9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]hydrazine (250 mg, 1.0 mmol) in 4 mL of i-PrOH were added Et3N and 3-dimethylaminoacrolein. The solution was refluxed for 3 h and then at 50° C. for 2 d. The solvent removed and the residue was purified on 25 g Biotage snap column, eluted with 0-18% EtOAc in Hex (12 CV) to give 1-[9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]-1H-pyrazole (80 mg, 31% yield).

後処理

  1. temperatureThe solution was refluxed for 3 h
  2. customThe solvent removed
  3. customthe residue was purified on 25 g Biotage snap column
  4. washeluted with 0-18% EtOAc in Hex (12 CV)

出典と根拠

ORDレコード
ord-a605260e4fe14622971415496bbdd4f6
出典データセット
uspto-grants-2014_09
特許番号
US08835488B2

関連ノート

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