Tert-butyl 3-(benzyloxy)-1-oxa-8-azaspiro[4.5]decane-8-carboxylate → tert-Butyl 3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

HRID 47328ノート

反応式

HRID 47328 の反応式
C([O:8][CH:9]1[CH2:13][C:12]2([CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]2)[O:11][CH2:10]1)C1C=CC=CC=1.[H][H]>O1CCCC1.[C].[Pd]>[OH:8][CH:9]1[CH2:13][C:12]2([CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]2)[O:11][CH2:10]1

参加物

5

反応物 2

HCID 22744533Tert-butyl 3-(benzyloxy)-1-oxa-8-azaspiro[4.5]decane-8-carboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 22744549tert-Butyl 3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate収率 89.1%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

6.47 g of tert-butyl 3-(benzyloxy)-1-oxa-8-azaspiro[4.5]decane-8-carboxylate was dissolved in 100 ml tetrahydrofuran, 1.3 g palladium carbon was added thereto, and the mixture was stirred overnight in a hydrogen atmosphere. The catalyst was filtered off from the reaction solution, 1.3 g of palladium carbon was added thereto, and the solution was stirred overnight in a hydrogen atmosphere. The catalyst was filtered off from the reaction solution, 2.6 g of palladium carbon was added thereto, and the solution was stirred overnight in a hydrogen atmosphere at 4.2 atmospheric pressure. The catalyst was filtered off from the reaction solution, the solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give 4.27 g of tert-butyl 3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate.

後処理

  1. filtrationThe catalyst was filtered off from the reaction solution, 1.3 g of palladium carbon
  2. additionwas added
  3. filtrationThe catalyst was filtered off from the reaction solution, 2.6 g of palladium carbon
  4. additionwas added
  5. stirringthe solution was stirred overnight in a hydrogen atmosphere at 4.2 atmospheric pressure
  6. filtrationThe catalyst was filtered off from the reaction solution
  7. customthe solvent was evaporated
  8. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate/methanol)

出典と根拠

ORDレコード
ord-b685507fc42b4d5583b33e63ed6f41b4
出典データセット
uspto-grants-2004_03
特許番号
US06699870B2

反応ノート

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