Hydrochloric Acid → N-(11-Amino-2,2,12-trimethyltrideca-4,8-dien-1-ylidene)hydroxylamine

HRID 223635

Reaction equation

HRID 223635 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:13][CH:12]=[CH:11][CH2:10][CH2:9][CH:8]=[CH:7][CH2:6][CH:5]([CH:14]([CH3:16])[CH3:15])[N:4]=[CH:3]1.Cl.Cl.[NH2:20][OH:21]>O>[CH3:1][C:2]([CH3:17])([CH2:13][CH:12]=[CH:11][CH2:10][CH2:9][CH:8]=[CH:7][CH2:6][CH:5]([CH:14]([CH3:16])[CH3:15])[NH2:4])[CH:3]=[N:20][OH:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 443297Hydroxyamine hydrochlorideHCID 5575123,3-Dimethyl-12-isopropyl-1-aza-1,5,9-cyclododecatriene

Product 1

HCID 71403854N-(11-Amino-2,2,12-trimethyltrideca-4,8-dien-1-ylidene)hydroxylamineYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The procedure described in Example 1(b) is repeated, except that 233.4 g (1 mol) of 3,3-dimethyl-12-isopropyl-1-aza-1,5,9-cyclododecatriene, 100 g of 37% hydrochloric acid, 200 ml of water and 69.5 g (1.0 mol) of hydroxylamine hydrochloride are used. Working up and subsequent distillation yields 245 g (0,92 mol) of 2,2-dimethyl-11-isopropyl-11-amino-undeca-4,8-dienal oxime; yield 92% of theory; boiling point 158°-162° C./4 Pa; nD20 =1.4930.

Workup

  1. distillationWorking up and subsequent distillation

Sources & evidence

ORD record
ord-0ac3bb16f92c4ad1ae925c3626a9c6ff
Source dataset
uspto-grants-1982_10
Patent number
US04355177

Linked notes

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