Hydrochloric Acid → HCID 18979155, compound

HRID 2393189Notes

Reaction equation

HRID 2393189 reaction equation
Cl.[NH2:2][OH:3].[OH-].[Na+].[OH:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]=1[CH:17]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23](OCC)=[O:24].Cl>O.O1CCCC1>[OH:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]=1[CH:17]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([NH:2][OH:3])=[O:24]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 18979198HCID 18979198, compound

Product 1

HCID 18979155HCID 18979155, compoundYield 38.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

Hydroxylamine hydrochloride (1.4 g) was dissolved in water (14 ml) followed by addition of sodium hydroxide (93%, 2 g) and water (7 ml). To this mixture was added a solution of ethyl 7-(2-hydroxy-1-naphthyl)-7-phenylheptanoate (1.08 g) in tetrahydrofuran (3 ml) and the mixture was stirred for 4 hours. This reaction mixture was neutralized with 1N-HCl and extracted with ethyl acetate. The organic layer was washed, dried, and concentrated, and the residue was purified using a silica gel column (chloroform-methanol) to provide the title compound (0.4 g).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed
  3. customdried
  4. concentrationconcentrated
  5. customthe residue was purified

Sources & evidence

ORD record
ord-887d5a9ded6e4b1b9f1f3e28e9ed4cab
Source dataset
uspto-grants-1998_09
Patent number
US05804601

Reaction notes

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