Hydrochloric Acid → HCID 57577379, compound

HRID 1921689Notes

Reaction equation

HRID 1921689 reaction equation
C([O:3][C:4](=[O:33])[C:5]([NH:29]C(=O)C)([CH:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH:17]=2)[CH2:12]1)C(OCC)=O)C.Cl>CO>[NH2:29][CH:5]([CH:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH:17]=2)[CH2:12]1)[C:4]([OH:33])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57577378Diethyl acetamido(6-octyl-1,2,3,4-tetrahydronaphthalen-2-yl)propanedioate

Product 1

HCID 57577379HCID 57577379, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound 6 (300 mg, 0.65 mmol) was added to 12 M HCl (10 ml). The mixture was heated to reflux and MeOH (5 ml) was added until the mixture became homogenous. Reflux was continued for 2 hours until the starting material was consumed as determined by thin layer chromatography (TLC). The reaction mixture was concentrated under reduced pressure and co-evaporated with MeOH and diethyl ether multiple times. The desired compound 8 was recrystallized from diethyl ether and hexanes to provide a light brown solid and used directly for the next reaction.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. temperatureReflux
  4. customwas consumed
  5. concentrationThe reaction mixture was concentrated under reduced pressure and co-evaporated with MeOH and diethyl ether multiple times
  6. customThe desired compound 8 was recrystallized from diethyl ether and hexanes
  7. customto provide a light brown solid
  8. customused directly for the next reaction

Sources & evidence

ORD record
ord-19ae8d4985514383ab9ca3a742c9d39b
Source dataset
uspto-grants-2012_05
Patent number
US08173710B2

Reaction notes

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