Sodium borohydride → N-(4-hydroxy-1-adamantyl)acetamide

HRID 72114

反応式

HRID 72114 の反応式
[C:1]([NH:4][C:5]12[CH2:14][CH:9]3[CH2:10][CH:11]([CH2:13][CH:7]([C:8]3=[O:15])[CH2:6]1)[CH2:12]2)(=[O:3])[CH3:2].[BH4-].[Na+]>CO>[C:1]([NH:4][C:5]12[CH2:14][CH:9]3[CH2:10][CH:11]([CH2:13][CH:7]([CH:8]3[OH:15])[CH2:6]1)[CH2:12]2)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 5338964N-(4-oxo-1-adamantyl)acetamide

生成物 1

HCID 14948121N-(4-hydroxy-1-adamantyl)acetamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A stirred solution of 1-acetamido-4-oxoadamantane (420 mg, 2.0 mmol) in MeOH (20 mL) was cooled in an ice bath and an NaBH4 caplet (1.0 g, 26 mmol) was added. The mixture was stirred over the weekend at rt and evaporated to dryness. The residue was taken up in EtOAc (90 mL), washed with 5% aq HCl (20 mL) and satd aq NaHCO3 (20 mL), and dried over MgSO4. Removal of the solvent left 1-acetamido-4-hydroxyadamantane (170 mg, 40%).

後処理

  1. customevaporated to dryness
  2. washwashed with 5% aq HCl (20 mL)
  3. dry with materialdried over MgSO4
  4. customRemoval of the solvent
  5. waitleft 1-acetamido-4-hydroxyadamantane (170 mg, 40%)

出典と根拠

ORDレコード
ord-b18a689529254733af5ff770d15b2ced
出典データセット
uspto-grants-2014_09
特許番号
US08828985B2

関連ノート

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