Hydroxyamine hydrochloride → HCID 178457150, compound

HRID 1899596Notes

Reaction equation

HRID 1899596 reaction equation
[CH2:1]([N:4]([CH2:25][CH2:26][CH3:27])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([C:15](=O)[CH2:16][C:17]([O:19]C(C)(C)C)=[O:18])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].Cl.[NH2:29]O>CO>[CH2:1]([N:4]([CH2:25][CH2:26][CH3:27])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([C:15]3[CH:16]=[C:17]([OH:19])[O:18][N:29]=3)[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 233735202-Di-n-propylamino-8-t-butoxycarbonylacetyl-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 178457150HCID 178457150, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Di-n-propylamino-8-(t-butoxycarbonylacetyl)-1,2,3,4-tetrahydronaphthalene (prepared as in Example 6) (1.0 g, 3.3 mmol) was taken up in 25 ml methanol. Ten equivalents of hydroxylamine hydrochloride (8.3 g, 33 mmol) were added and the reaction stirred at room temperature for 48 hours. The solution was filtered to remove unused hydroxylamine hydrochloride. The mixture was then concentrated and three crystallizations were performed from methanol/ethylacetate. The title compound (30 mg) was recovered.

Workup

  1. filtrationThe solution was filtered
  2. customto remove unused hydroxylamine hydrochloride
  3. concentrationThe mixture was then concentrated
  4. customthree crystallizations
  5. customThe title compound (30 mg) was recovered

Sources & evidence

ORD record
ord-20e7a8f4f6364a2ebca17d526a6bbfd1
Source dataset
uspto-grants-1996_11
Patent number
US05571942

Reaction notes

Loading…