Acetic Acid → tert-Butyl 2-(tetrahydro-2H-pyran-3-yl)hydrazinecarboxylate

HRID 241999

反応式

HRID 241999 の反応式
[O:1]1[CH2:6][CH2:5][CH2:4][C:3](=O)[CH2:2]1.[C:8]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])(=[O:11])[NH:9][NH2:10].C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl.O>[O:1]1[CH2:6][CH2:5][CH2:4][CH:3]([NH:10][NH:9][C:8]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:2]1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 70091tert-Butyl carbazateHCID 901092H-Pyran-3(4H)-one, dihydro-HCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 66745297tert-Butyl 2-(tetrahydro-2H-pyran-3-yl)hydrazinecarboxylate

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 962Water溶媒

実験手順

Dihydro-2H-pyran-3(4H)-one (100 mg, 1.00 mmol), tert-butyl carbazate (145 mg, 1.10 mmol, 1.1 equiv) and acetic acid (0.280 mL, 4.99 mmol, 5 equiv) were combined in 1,2-dichloroethane (3 mL), stirred at ambient temperature for 10 minutes and treated with sodium triacetoxyborohydride (296 mg, 1.34 mmol, 1.4 equiv). After stirring for 1 hour, the mixture was poured into water and extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried with sodium sulfate, filtered and concentrated in vacuo to provide the titled compound.

後処理

  1. stirringAfter stirring for 1 hour
  2. extractionextracted with ethyl acetate (3×50 mL)
  3. dry with materialThe combined organic extracts were dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-4c4f27cf6a2640eabacc4adb51bab1c9
出典データセット
uspto-grants-2014_02
特許番号
US08653079B2

関連ノート

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