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

HRID 72114

반응식

HRID 72114 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-b18a689529254733af5ff770d15b2ced
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828985B2

연결된 노트

불러오는 중…