N,N,N',N'-Tetramethylethylenediamine → HCID 86704324, compound

HRID 2282085Notes

Reaction equation

HRID 2282085 reaction equation
[C:1]([C:3]1[S:7][C:6]([C:8]2[S:9][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)#[CH:2].[CH2:19]1[CH2:29][CH2:28]N2[C:22](=NCCC2)[CH2:21][CH2:20]1.CN([CH2:33][CH2:34]N(C)C)C>Cl[Cu].C(#N)C>[CH2:1]([C:3]1[S:7][C:6]([C:8]2[S:9][C:10]([C:13]#[C:14][C:15]#[C:16][C:17]3[S:9][C:8]([C:6]4[S:7][C:3]([CH2:28][CH2:29][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:33][CH:34]=4)=[CH:12][CH:18]=3)=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)[CH2:2][CH2:11][CH2:10][CH2:13][CH3:14]

Participants

6

Reactant 3

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 86704325HCID 86704325, compound

Product 1

HCID 86704324HCID 86704324, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 6342AcetonitrileSolvent

Procedure

Glacer coupling reaction was carried out using 5-ethynyl-5′-hexyl-2,2′-bithiophene (0.23 g, 0.83 mmol), DBU (0.12 ml, 0.83 mmol), TMEDA (1.87 μl, 1.24 μmol), CuCl (1.60 mg, 1.66 μmol) and acetonitrile (20 ml), and the reaction product was treated in accordance with a conventional method thereby producing an intended product (yield: 90%).

Workup

  1. customGlacer coupling reaction
  2. additionthe reaction product was treated in accordance with a conventional method

Sources & evidence

ORD record
ord-3b977faf2f534c8aaca32ca544b98651
Source dataset
uspto-grants-2015_09
Patent number
US09139774B2

Reaction notes

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