Triethylamine → HCID 86662560, compound

HRID 408966Notes

Reaction equation

HRID 408966 reaction equation
[P:1]([Cl:5])(Cl)([Cl:3])=[O:2].[C:6]([C:10]1[CH:11]=[C:12]([OH:20])[C:13]2[C:18]([CH:19]=1)=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH3:9])([CH3:8])[CH3:7].C(N(CC)CC)C>C(OCC)C>[P:1]([Cl:5])([Cl:3])(=[O:2])[O:20][C:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:19]=[C:10]([C:6]([CH3:9])([CH3:8])[CH3:7])[CH:11]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24813Phosphorus oxychlorideHCID 10442788HCID 10442788, compound

Product 1

HCID 86662560HCID 86662560, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Phosphorus oxychloride (0.143 mL, 1 equiv) and 3-tert-butylnaphthalen-1-ol (J. Org. Chem. 1995, 60, 2909-2911, 0.308 g, 1 equiv), were stirred in anhydrous diethyl ether (8 mL). Anhydrous triethylamine was added (0.214 mL, 1 equiv) at −78° C. and stirred for 30 min. The dichloridate is very unstable at room temperature. The reaction was monitored by 31P NMR. This crude mixture was considered to be a 100% conversion to dichloridate and was used directly.

Workup

  1. customis very unstable at room temperature

Sources & evidence

ORD record
ord-98d84f543dce4c8aacd89e7aced4c66e
Source dataset
uspto-grants-2014_06
Patent number
US08759318B2

Reaction notes

Loading…