Cyclohexanecarboxaldehyde → HCID 58625082, compound

HRID 390259Notes

Reaction equation

HRID 390259 reaction equation
[CH:1]1([CH:7]=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].[CH3:23][O:24][CH:25]([O:43][CH3:44])[C:26]1[CH:27]=[C:28]([CH:37]=[CH:38][C:39]=1[N+:40]([O-:42])=[O:41])[O:29][C:30]1[CH:31]=[C:32]([NH2:36])[CH:33]=[CH:34][CH:35]=1>ClCCCl>[CH:1]1([CH2:7][NH:36][C:32]2[CH:33]=[CH:34][CH:35]=[C:30]([O:29][C:28]3[CH:37]=[CH:38][C:39]([N+:40]([O-:42])=[O:41])=[C:26]([CH:25]([O:24][CH3:23])[O:43][CH3:44])[CH:27]=3)[CH:31]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 16275CyclohexanecarboxaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 586250523-(3-Dimethoxymethyl-4-nitro-phenoxy)phenylamine

Product 1

HCID 58625082HCID 58625082, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The reaction was completed under N2. Cyclohexanecarboxaldehyde (0.01 mol) and then NaBH(OAc)3 (0.015 mol) were added to a solution of 3-(3-dimethoxymethyl-4-nitro-phenoxy)-phenylamine (0.01 mol) in DCE (130 mL). The reaction mixture was stirred overnight at room temperature and washed with a saturated NaHCO3 solution. The organic layer was separated, dried (MgSO4) and filtered, and the solvent was evaporated to yield the title compound as a residue.

Workup

  1. washwashed with a saturated NaHCO3 solution
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-9ed4b76d5bca45c88904c95af2d9e8fe
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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