Triethylamine → HCID 17976452, compound

HRID 1655818Notes

Reaction equation

[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=1)(=[O:4])[CH:2]=[CH2:3].C(C1C=CC=C(C(C)(C)C)C=1O)(C)(C)C.C(N(CC)CC)C.O[C:45]1[CH:60]=[CH:59][C:48]([C:49]([O:51][CH2:52][CH:53]([CH3:58])[O:54][CH2:55][CH2:56][CH3:57])=[O:50])=[CH:47][CH:46]=1>S(Cl)(Cl)=O.C1COCC1>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([C:17]([O:19][C:45]2[CH:60]=[CH:59][C:48]([C:49]([O:51][CH2:52][CH:53]([CH3:58])[O:54][CH2:55][CH2:56][CH3:57])=[O:50])=[CH:47][CH:46]=2)=[O:18])=[CH:20][CH:21]=1)(=[O:4])[CH:2]=[CH2:3]

Participants

Conditions

Temperature: 50 °C

Procedure

2.9 g of 4-(6-acryloxyhexyloxy)benzoic acid was heat-refluxed for 2 hours in 10 ml of thionyl chloride in the presence of 2,6-di-t-butylphenol, followed by distilling-off of the thionyl chloride. Anhydrous THF and triethylamine were added to the reaction mixture, and a solution of 1.6 g of 2-methyl-2-propyloxyethyl 4-hydroxybenzoate in THF was added dropwise thereto at 0° C., followed by 4 hours of stirring at 50° C. The reaction mixture was subjected to extraction with ethyl acetate and column chromatography to obtain 1.8 g of the product. (Yield: 59 %)

Workup

extractionThe reaction mixture was subjected to extraction with ethyl acetate and column chromatography

Sources & evidence

ORD record: ord-0f895fc646e0490ab515f2ae6026c7d0
Source dataset: uspto-grants-1993_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05252251

Reaction notes

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