Hydrochloric Acid → 2,2-Dimethyl-11-isopropyl-11-amino-undecanal oxime

HRID 1277548Notes

Reaction equation

HRID 1277548 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]([CH:14]([CH3:16])[CH3:15])[N:4]=[CH:3]1.Cl.[NH2:19][OH:20].Cl.[OH-].[Na+]>O>[CH3:1][C:2]([CH3:17])([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]([CH:14]([CH3:16])[CH3:15])[NH2:4])[CH:3]=[N:19][OH:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 204360973,3-Dimethyl-12-isopropyl-1-aza-cyclododecene

Product 1

HCID 736789152,2-Dimethyl-11-isopropyl-11-amino-undecanal oximeYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The procedure described in Example (1b) is repeated, except that 118.7 g (0.5 mol) of 3,3-dimethyl-12-isopropyl-1-aza-cyclododecene, 35 g (0.5 mol) of hydroxylamine hydrochloride, 55 g of 37% hydrochloric acid, 200 mlof water and 50 g (1.25 mols) of solid sodium hydroxide are used. Distillation yields 127 g (0.47 mol) of 2,2-dimethyl-11-isopropyl-11-amino-undecanal oxime; yield 94% of theory; boiling point 145° C./4 Pa; nD20 =1.4761.

Workup

  1. distillationDistillation

Sources & evidence

ORD record
ord-f95f2e1f1dea4cd7a1802adeb6168933
Source dataset
uspto-grants-1981_07
Patent number
US04277621

Reaction notes

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