Ethyl chloroformate → 5'-(Ethoxycarbonyl)-5-phenyl[2,2'-bithienyl]

HRID 2165131Notes

Reaction equation

HRID 2165131 reaction equation
[C:1]1([C:7]2[S:11][C:10]([C:12]3[S:13][CH:14]=[CH:15][CH:16]=3)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:18]([O:20][CH2:21][CH3:22])=[O:19]>O1CCCC1>[CH2:21]([O:20][C:18]([C:14]1[S:13][C:12]([C:10]2[S:11][C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:8][CH:9]=2)=[CH:16][CH:15]=1)=[O:19])[CH3:22]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 4547572,2'-Bithiophene, 5-phenyl-

Product 1

HCID 148236325'-(Ethoxycarbonyl)-5-phenyl[2,2'-bithienyl]

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was prepared in a manner analogous to Example 69 using 2.0 grams (0.083 mole) of 5-phenyl-[2,2'-bithienyl], 3.2 ml (0.0083 mole) of n-buthyl-lithium (2.6M in hexanes), and 1.0 gram (0.0092 mole) of ethyl chloroformate in 50 ml of dry tetrahydrofuran The yield of 5'-(ethoxycarbonyl)-5-phenyl[2,2'-bithienyl]was 0.9 gram; m.p. 113-115° C.

Sources & evidence

ORD record
ord-878ac17c42ec4422a4dcffe1aaf5c06e
Source dataset
uspto-grants-1990_07
Patent number
US04939165

Reaction notes

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