2-Aminophenol → HCID 66726405, compound

HRID 2361747Notes

Reaction equation

HRID 2361747 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[O:9]1[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl>[O:9]1[CH2:14][CH2:13][CH:12]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[OH:8])[CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 58012-AminophenolHCID 121599Tetrahydro-4H-pyran-4-oneHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 66726405HCID 66726405, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 2-aminophenol (1 g, 9.164 mmol), tetrahydropyran-4-one (1.099 ml, 11.913 mmol), and sodium triacetoxyborohydride (0.71 g, 3.42 mmol) in DCE (50 ml) was stirred at room temperature for 16 h. The crude mixture was filtered over diatomaceous earth, washed with DCM and the filtrate was evaporated in vacuo to yield D2O (0.69 g) which was used as such in the next reaction step without further purification.

Workup

  1. filtrationThe crude mixture was filtered over diatomaceous earth
  2. washwashed with DCM
  3. customthe filtrate was evaporated in vacuo
  4. customto yield D2O (0.69 g) which
  5. customsuch in the next reaction step
  6. customwithout further purification

Sources & evidence

ORD record
ord-f85cf5e1f4394143ab7bfd5ee0e5c3bd
Source dataset
uspto-grants-2014_04
Patent number
US08691813B2

Reaction notes

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