Phosphorus sulfide (P2S5) → 3-Dodecylthiophene

HRID 1721714

Reaction equation

HRID 1721714 reaction equation
[CH2:1]([CH:13]([CH2:17][C:18](O)=O)[C:14](O)=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:22].C(C1SC=CC=1)CCCCCCCCCCC>C1C(Cl)=CC=C(Cl)C=1>[CH2:1]([C:13]1[CH:17]=[CH:18][S:22][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 14817Phosphorus sulfide (P2S5)HCID 628222-Dodecylbutanedioic acidHCID 5663472-Dodecylthiophene

Product 1

HCID 27336553-Dodecylthiophene

Reagents, catalysts & solvents 1

HCID 46851,4-DichlorobenzeneSolvent

Procedure

The reaction was carried out in substantially the same manner as in Example 7, by using 27.2 g (0.075 mol) of the dipotassium salt of dodecylsuccinic acid as the initial materials (the salt was prepared in the manner described in Example 5), 33.3 g (0.075 mol) of tetraphosphorus decasulfide, and 9.3 g (0.3 mol) of red phosphorus, as well as 100 ml of dichlorobenzene as a solvent. The yield of dodecylthiophene was 48% (b.p. 196° C./20 mbar).

Workup

  1. customwas prepared in the manner

Sources & evidence

ORD record
ord-f0ef50720fac4c769d1be9a51392496d
Source dataset
uspto-grants-1996_04
Patent number
US05512685

Linked notes

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