HCID 10904453, compound → HCID 117601866, compound

HRID 1755507Notes

Reaction equation

HRID 1755507 reaction equation
Br[C:2]1[S:6][C:5]2[C:7]3[C:27]([C:28](=[O:29])[C:4]=2[C:3]=1[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:26][C:25]1[C:12]2[S:13][C:14](Br)=[C:15]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:11]=2[C:10](=[O:30])[C:9]=1[CH:8]=3.[CH2:39]([C:47]1[CH:51]=[C:50]([Sn](C)(C)C)[S:49][CH:48]=1)[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46]>[Pd]>[CH2:39]([C:47]1[CH:51]=[C:50]([C:14]2[S:13][C:12]3[C:25]4[C:9]([C:10](=[O:30])[C:11]=3[C:15]=2[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:8][C:7]2[C:5]3[S:6][C:2]([C:2]5[S:6][CH:5]=[C:4]([CH2:28][CH2:27][CH2:26][CH2:25][CH2:9][CH2:10][CH2:11][CH3:12])[CH:3]=5)=[C:3]([CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[C:4]=3[C:28](=[O:29])[C:27]=2[CH:26]=4)[S:49][CH:48]=1)[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46]

Participants

4

Reactant 2

HCID 10904453HCID 10904453, compoundHCID 89561323HCID 89561323, compound

Product 1

HCID 117601866HCID 117601866, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

This product is synthesised from 2,7-dibromo-3.8-dioctyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene-4,9-dione (FL128, 0.65 g, 0.96 mmol) and 3-octyl-5-trimethylstannylthiophene (2.5 eq.) according to the Stille palladium catalysed coupling method as described previously. After which, the product is purified on chromatography column (silica gel, hexane/CHCl3, 7:3) to give 0.62 g (72%) of a green-blue solid.

Workup

  1. customAfter which, the product is purified on chromatography column (silica gel, hexane/CHCl3, 7:3)

Sources & evidence

ORD record
ord-db5cde928af2486fa4520cf62fc0c07e
Source dataset
uspto-grants-2015_10
Patent number
US09171676B2

Reaction notes

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