Hydroxyamine hydrochloride → HCID 86744515, compound

HRID 703778Notes

Reaction equation

HRID 703778 reaction equation
[C:1]1(=O)[C:8]2[C:7]3[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=3[O:5][C:4]=2[CH2:3][CH2:2]1.Cl.[NH2:15][OH:16].C(=O)(O)[O-].[Na+]>N1C=CC=CC=1>[C:1]1(=[N:15][OH:16])[C:8]2[C:7]3[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=3[O:5][C:4]=2[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 12589384HCID 12589384, compound

Product 1

HCID 86744515HCID 86744515, compoundYield 101.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 2,3-dihydro-1H-cyclopenta[b]benzofuran-1-one (1.0g) and hydroxylamine hydrochloride (1.21g), in dry pyridine was stirred at 60° under nitrogen for 24h. The solution was poured into 8% sodium bicarbonate solution (150ml) and extracted with dichloromethane (3×50 ml). The combined extracts were washed with water (2×10 0 ml), dried, and evaporated to give the title compound (1.1 g) as a foam, t.l.c. (System B, 1:2) Rf 0.46.

Workup

  1. extractionextracted with dichloromethane (3×50 ml)
  2. washThe combined extracts were washed with water (2×10 0 ml)
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-ed1e828677a6486cbdc60ae1fccffecb
Source dataset
uspto-grants-1991_01
Patent number
US04985422

Reaction notes

Loading…