Carbon Tetrachloride → (3-Methyl-5-methoxy-2-thenyl)triphenyl phosphonium chloride

HRID 127765Notes

Reaction equation

[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O[CH2:21][C:22]1[S:23][C:24]([O:28][CH3:29])=[CH:25][C:26]=1[CH3:27].C(Cl)(Cl)(Cl)[Cl:31]>C1(C)C=CC=CC=1>[Cl-:31].[CH3:27][C:26]1[CH:25]=[C:24]([O:28][CH3:29])[S:23][C:22]=1[CH2:21][P+:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

Conditions

Temperature: 80 °C

Procedure

21.0 G. (80.2 mmol) of triphenylphosphine were added to a solution of 5.8 g. (36.7 mmol) of 2-hydroxymethyl-3-methyl-5-methoxythiophene in 60 ml. of dry carbon tetrachloride and 80 ml. of toluene. The temperature of the reaction mixture was slowly raised to 80° C. and heating was continued overnight. The resulting precipitate was filtered from the cold solution, washed well with cold benzene and dried in high vacuum to yield (3-methyl-5-methoxy-2-thenyl)triphenyl phosphonium chloride, m.p. 180°-185° C.

Workup

temperatureheating
filtrationThe resulting precipitate was filtered from the cold solution
washwashed well with cold benzene
customdried in high vacuum

Sources & evidence

ORD record: ord-980d2d8e996147769b1dfea77dff886b
Source dataset: uspto-grants-1981_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04256878

Reaction notes

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