Water → HCID 14326303, compound

HRID 342037Notes

Reaction equation

HRID 342037 reaction equation
[C:1]([CH:5]1[CH2:16][CH2:15][C:8]2([O:12][CH:11]([CH2:13]Cl)[CH2:10][O:9]2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[CH:17]1([NH2:23])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C([O-])([O-])=O.[K+].[K+].O>C(O)C>[C:1]([CH:5]1[CH2:16][CH2:15][C:8]2([O:12][CH:11]([CH2:13][NH:23][CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[CH2:10][O:9]2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 7965CyclohexylamineHCID 11430Potassium CarbonateHCID 143262942-Chlormethyl-8-(1,1-dimethylethyl)-1,4-dioxaspiro(4.5)decan

Product 1

HCID 14326303HCID 14326303, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
180 °C

Procedure

6.5 g (0.0250 mol) of 8-t-butyl-2-chloromethyl-1,4-dioxaspiro[4.5]decane and 4.5 g (0.0450 mol) of cyclohexylamine are dissolved in 50 ml of 95% ethanol in the presence of 5.65 g (0.040 mol) of K2CO3 and 0.42 g (0.0025 mol) of KI in an autoclave. The mixture is heated to 180° C. for 8 hours with stirring. After returning to room temperature, the reaction medium is poured into 500 ml of water and extracted with 200 ml of CH2Cl2. The organic phase is dried over magnesium sulphate and concentrated under vacuum. The brown oil is used directly in the following step (yield: 98%; NMR analysis).

Workup

  1. customAfter returning to room temperature
  2. extractionextracted with 200 ml of CH2Cl2
  3. dry with materialThe organic phase is dried over magnesium sulphate
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-b21435b03ec6402ba7cefd062aaf17b6
Source dataset
uspto-grants-1999_01
Patent number
US05856514

Reaction notes

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