Sodium Bisulfate → HCID 14473226, compound

HRID 2106900

Reaction equation

HRID 2106900 reaction equation
[CH3:1][O:2][C:3]1[C:7]([CH2:8][CH2:9][CH2:10][CH3:11])=[CH:6][S:5][CH:4]=1.Br[C:13]1[C:17]([CH2:18][CH2:19]CC)=CS[CH:14]=1.C[O-].[Na+].OS([O-])(=O)=O.[Na+]>CO.C(O)CCCCC.C1(C)C=CC=CC=1>[CH2:1]([O:2][C:3]1[C:7]([CH2:8][CH2:9][CH2:10][CH3:11])=[CH:6][S:5][CH:4]=1)[CH2:14][CH2:13][CH2:17][CH2:18][CH3:19]

Participants

8

Reactant 4

HCID 516919Sodium BisulfateHCID 10942334Sodium MethoxideHCID 125026793-Bromo-4-butylthiopheneHCID 19099073HCID 19099073, compound

Product 1

HCID 14473226HCID 14473226, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 1140TolueneSolventHCID 81031-HexanolSolvent

Procedure

10 g of 3-methoxy-4-butylthiophene, prepared from 3-bromo-4-butylthiophene by reaction with sodium methylate in methanol with catalysis by CuO, b.p. 54° C./0.26 mbar, were dissolved as in Example 14 in 50 cm3 of 1-hexanol and 30 ml of toluene, and 1 g of NaHSO4 was added. After distilling off 6 cm3 of azeotrope, the batch was worked up as in Example 14. Yield 8.5 g of 3-hexyloxy-4-butylthiophene of b.p. 112° to 116° C./0.26 mbar, which corresponds to 60% of theory.

Workup

  1. distillationAfter distilling off 6 cm3 of azeotrope

Sources & evidence

ORD record
ord-fae56391e3174a5ba90dc7325230c000
Source dataset
uspto-grants-1990_06
Patent number
US04931568

Linked notes

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