1,3,2-Dioxaphosphorinane, 2-chloro-5,5-dimethyl- → HCID 21277936, compound

HRID 543296Notes

Reaction equation

HRID 543296 reaction equation
Cl[P:2]1[O:7][CH2:6][C:5]([CH3:9])([CH3:8])[CH2:4][O:3]1.[CH2:10]([NH:14][CH:15]1[CH2:20][C:19]([CH3:22])([CH3:21])[N:18]([CH3:23])[C:17]([CH3:25])([CH3:24])[CH2:16]1)[CH2:11][CH2:12][CH3:13]>C(N(CC)CC)C.C1(C)C=CC=CC=1>[CH2:10]([N:14]([CH:15]1[CH2:16][C:17]([CH3:25])([CH3:24])[N:18]([CH3:23])[C:19]([CH3:21])([CH3:22])[CH2:20]1)[P:2]1[O:7][CH2:6][C:5]([CH3:9])([CH3:8])[CH2:4][O:3]1)[CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 2

HCID 755081,3,2-Dioxaphosphorinane, 2-chloro-5,5-dimethyl-HCID 17870068HCID 17870068, compound

Product 1

HCID 21277936HCID 21277936, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8471TriethylamineSolvent

Procedure

18.4 g of 2-chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane are added dropwise, at room temperature, with stirring, to a solution of 19.7 g (0.1 mol) of 4-butylamino1,2,2,6,6-pentamethylpiperidine in 100 ml of triethylamine. After heating at the reflux temperature for 15 hours, the mixture is diluted with toluene and the precipitated hydrochloride is filtered off. Evaporation of the filtrate gives 2-[N-butyl(1,2,2,6,6-pentamethyl-4-piperidyl)amino]-5,5-dimethyl-1,3,2-dioxaphosphorinane as an oil which boils at 120° under 40 Pa (Compound No. 1).

Workup

  1. temperatureAfter heating at the reflux temperature for 15 hours
  2. filtrationthe precipitated hydrochloride is filtered off
  3. customEvaporation of the filtrate

Sources & evidence

ORD record
ord-9e812956e82442d48394ce8a0605fb2d
Source dataset
uspto-grants-1987_04
Patent number
US04661594

Reaction notes

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