Water → HCID 14326303, compound

HRID 1598784Notes

Reaction equation

HRID 1598784 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 4.6 g (0.0450 mol) of cyclohexylamine are dissolved in 50 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-87cf8f391f38490fb6f4c3bd7ac5cae2
Source dataset
uspto-grants-1998_04
Patent number
US05739153

Reaction notes

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