Triethylamine → HCID 70476549, compound

HRID 2413021Notes

Reaction equation

[C:1]([C:5]1[C:6]([OH:19])=[CH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:10][CH:9]=2)([CH3:4])([CH3:3])[CH3:2].[P:20]([O:23][C:24]1[C:25](=[CH:27][CH:28]=[CH:29][CH:30]=1)[OH:26])(Cl)[OH:21].C(N(CC)CC)C>C1(C)C=CC=CC=1>[P:20]([OH:23])([OH:19])[OH:21].[C:1]([C:5]1[C:6]([C:27]2[CH:28]=[CH:29][CH:30]=[C:24]([OH:23])[C:25]=2[OH:26])=[CH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:10][CH:9]=2)([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 6 °C

Procedure

6.0 weight parts of 3,6-di-t-butyl-2-naphthol was dissolved in 86.7 weight parts of dry toluene and the solution cooled to about 6° C. Under nitrogen, 4.08 weight parts of catechol phosphorochloridite was added to the solution. Then 2.37 weight parts of triethyl amine was added slowly to the cooled solution with stirring. This solution was stirred for about 16 hours at room temperature. The reaction mixture was filtered, washed twice with water, dried with MgSO4, and rotoevaporated to remove all traces of toluene. A gray oil was obtained. A product yield of 57 weight percent was obtained. The expected structure was confirmed by infra red and nuclear magnetic resonance spectra, and the molecular weight by the field desorption/mass spectrum.

Workup

stirringThis solution was stirred for about 16 hours at room temperature
filtrationThe reaction mixture was filtered
washwashed twice with water
dry with materialdried with MgSO4
customto remove all traces of toluene
customA gray oil was obtained

Sources & evidence

ORD record: ord-ea2d0421c4cb4b01ab8a63122bea3b5e
Source dataset: uspto-grants-1985_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04495320

Reaction notes

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