Hydroxylamine, O-ethyl- → HCID 86749795, compound

HRID 742190Notes

Reaction equation

HRID 742190 reaction equation
[CH2:1]([O:3][NH2:4])[CH3:2].C(=O)(O)[O-:6].[Na+].[C:10]([C:15]1[C:16](=O)[CH2:17][CH:18]([C:22]2[CH:27]=[CH:26][C:25]([CH:28]([O:31][CH3:32])[O:29][CH3:30])=[CH:24][CH:23]=2)[CH2:19][C:20]=1[OH:21])(=O)[CH2:11][CH2:12][CH3:13]>CO>[CH3:32][O:31][CH:28]([O:29][CH3:30])[C:25]1[CH:24]=[CH:23][C:22]([CH:18]2[CH2:19][C:20](=[O:21])[C:15]([C:10](=[N:4][O:3][CH2:1][CH3:2])[CH2:11][CH2:12][CH3:13])=[CH:16][CH:17]2[OH:6])=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 69357Hydroxylamine, O-ethyl-HCID 516892Sodium BicarbonateHCID 178450325HCID 178450325, compound

Product 1

HCID 86749795HCID 86749795, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.5 g of ethoxyamine, 2.1 g of sodium bicarbonate and 100 ml of methanol are added to 8.4 g of 2-butyryl-5-(4-dimethoxymethylphenyl)-3-hydroxycyclohex-2-en-1-one and the mixture is stirred for 10 hours at room temperature. After the mixture has been evaporated down, the residue is partitioned in methylene chloride/water, and the organic phase is separated off, dried and evaporated down. 7.5 g of 5-(4-dimethoxymethylphenyl)-2-(1-ethoxyiminobutyl)-3-hydroxycyclohex-2-en-1-one (compound No. 19 in the Table below) remain: ##STR5##

Workup

  1. customAfter the mixture has been evaporated down
  2. customthe residue is partitioned in methylene chloride/water
  3. customthe organic phase is separated off
  4. customdried
  5. customevaporated down

Sources & evidence

ORD record
ord-0c7bf35926244090b1ef35cacc7f2835
Source dataset
uspto-grants-1996_09
Patent number
US05554582

Reaction notes

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