Tert-Butylamine → HCID 12397269, compound

HRID 1632828Notes

Reaction equation

HRID 1632828 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]2[O:17][CH2:16]2)=[N:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18]([NH2:22])([CH3:21])([CH3:20])[CH3:19]>CO>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]([OH:17])[CH2:16][NH:22][C:18]([CH3:21])([CH3:20])[CH3:19])=[N:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 13340167HCID 13340167, compound

Product 1

HCID 12397269HCID 12397269, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 20.7 g. (0.091 mole) of 5-benzyloxy-2-(1,2-epoxyethyl)pyridine in 250 ml. of methanol, 25 ml. of tert-butylamine was added and the resulting solution was heated at the reflux temperature for 2.5 hours. The solvent and the excess tert-butylamine were evaporated in vacuo to give after recrystallization from hexanes, 17.3 g. (61%) of 5-benzyloxy-2-(1-hydroxy-2-tert-butylaminoethyl)pyridine; m.p. 69°-73° C.

Workup

  1. temperaturethe resulting solution was heated at the reflux temperature for 2.5 hours
  2. customThe solvent and the excess tert-butylamine were evaporated in vacuo
  3. customto give
  4. customafter recrystallization from hexanes, 17.3 g

Sources & evidence

ORD record
ord-054edf4f25a74da78059cec7d660e1ca
Source dataset
uspto-grants-1984_10
Patent number
US04477671

Reaction notes

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