Dichloromethane → HCID 71245811, compound

HRID 575502Notes

Reaction equation

HRID 575502 reaction equation
[CH3:1][O:2][C:3]1[C:31]2[C:14]3[S:15][C:16]([C:18](=O)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:17][C:13]=3[CH:12]=[C:11]([O:32][CH3:33])[C:10]=2[C:6]2[S:7][CH:8]=[CH:9][C:5]=2[CH:4]=1.[OH-].[K+].[H-].NN.ClCCl>O(CCO)CCO>[CH2:18]([C:16]1[S:15][C:14]2[C:31]3[C:3]([O:2][CH3:1])=[CH:4][C:5]4[CH:9]=[CH:8][S:7][C:6]=4[C:10]=3[C:11]([O:32][CH3:33])=[CH:12][C:13]=2[CH:17]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 14797Potassium HydroxideHCID 71245442HCID 71245442, compoundHCID 86602801Hydrazine monohydride

Product 1

HCID 71245811HCID 71245811, compound

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

1-(4,9-Dimethoxynaphtho[1,2-b:5,6-b′]dithiophen-2-yl)dodecan-1-one (0.70 g, 1.45 mmol), KOH (1.80 g, 32 mmol), and hydrazine monohydride (1.8 mL, 38 mmol) were heated in 2,2′-oxydiethanol (15 mL) at 200° C. under nitrogen overnight. After the mixture was cooled to room temperature, dichloromethane (100 mL) was added and washed with water (4×50 mL). Dried with Na2SO4, and after solvent was removed, 2-dodecyl-4,9-dimethoxynaphtho[1,2-b:5,6-b′]dithiophene was obtained.

Workup

  1. washwashed with water (4×50 mL)
  2. dry with materialDried with Na2SO4
  3. customafter solvent was removed

Sources & evidence

ORD record
ord-a156df7cf2884a43bfb00acb7e4a6c7a
Source dataset
uspto-grants-2015_05
Patent number
US09035004B2

Reaction notes

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