Potassium Hydroxide → 2-Aminoadamantan-1-ol

HRID 2092025Notes

Reaction equation

HRID 2092025 reaction equation
[C:1]123[CH2:13][CH:8]4[CH2:9][CH:10]([CH2:12][CH:6]([CH2:7]4)[CH:5]1[NH:4]C(=O)[O:2]2)[CH2:11]3.[OH-].[K+]>O1CCOCC1>[NH2:4][CH:5]1[CH:6]2[CH2:7][CH:8]3[CH2:9][CH:10]([CH2:11][C:1]1([OH:2])[CH2:13]3)[CH2:12]2

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 28074452-Oxa-4-azatetracyclo[6.3.1.16,10.01,5]tridecan-3-one

Product 1

HCID 124667122-Aminoadamantan-1-olYield 70%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-Oxa-4-azatetracyclo[6.3.1.16,10.01,5]tridecan-3-one (76 mg, 0.395 mmol) in 1,4-dioxane (1 mL) was stirred with 5 M aqueous potassium hydroxide at 70° C. for 1 day. After completion of the reaction, the reaction solution was extracted with chloroform, and the organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure to give the desired product (70% yield).

Workup

  1. customAfter completion of the reaction
  2. extractionthe reaction solution was extracted with chloroform
  3. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-16b0f917b0af4e0fb8be44be17ed4eba
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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