Hydroxyamine hydrochloride → HCID 178457150, compound

HRID 22142Notes

Reaction equation

HRID 22142 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-94e4315c096b48828fd5b038fc89aa2d
Source dataset
uspto-grants-1995_06
Patent number
US05426226

Reaction notes

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