Triethylamine → HCID 86662561, compound

HRID 408967Notes

Reaction equation

HRID 408967 reaction equation
[P:1]([Cl:5])(Cl)([Cl:3])=[O:2].[C:6]([C:10]1[CH:11]=[C:12]([OH:24])[C:13]2[C:18]([CH:19]=1)=[CH:17][CH:16]=[C:15]([C:20]([CH3:23])([CH3:22])[CH3:21])[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:24][C:12]1[C:13]2[C:18](=[CH:17][CH:16]=[C:15]([C:20]([CH3:22])([CH3:21])[CH3:23])[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 9992598HCID 9992598, compound

Product 1

HCID 86662561HCID 86662561, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Phosphorus oxychloride (0.145 mL, 1 equiv) and 3,7-di-tert-butylnaphthalen-1-ol (J. Org. Chem. 1995, 60, 2909-2911, 0.4 g, 1 equiv) were stirred in anhydrous diethyl ether (10 mL). Anhydrous triethylamine was added (0.217 mL, 1 equiv) at −78° C. and stirred for 30 min. The dichloridate is very unstable at room temperature. The progress of 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-af386890cb634b4a8d16e2db8a913fe0
Source dataset
uspto-grants-2014_06
Patent number
US08759318B2

Reaction notes

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