Water → (1-Methylcyclohexyl)methanol

HRID 1009189Notes

Reaction equation

HRID 1009189 reaction equation
[CH3:1][C:2]1([CH2:8][O:9]C2C=CC(C=C3SC(=O)NC3=O)=CC=2[N+]([O-])=O)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH3:1][C:2]1([CH2:8][OH:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 743268985-[4-(1-Methyl-cyclohexylmethoxy)-3-nitro-benzylidene]-thiazolidine-2,4-dione

Product 1

HCID 1501840(1-Methylcyclohexyl)methanol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

General Procedure C for compounds 7a-m: A mixture of compound 3 (0.5 mmol), compounds 6a-m (0.6 mmol) and K2CO3 (0.65 mmol) were stirred in 3 mL DMF. The solution was heated to 80° C. for 4 hr. the solution was poured into water, extracted with ethyl acetate (10 ml * 3), and concentrated. The residue was purified by chromatography.

Workup

  1. extractionextracted with ethyl acetate (10 ml * 3)
  2. concentrationconcentrated
  3. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-39e91d96de2d426ca9e7f71352e94b8f
Source dataset
uspto-grants-2011_07
Patent number
US07973062B2

Reaction notes

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