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Hydrochloric Acid → HCID 12765184, compound

HRID 908132
Notes
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Reaction equation

HRID 908132 reaction equation
[C:1]([C:4]1([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[CH:16](OC)(OC)OC.Cl>CO>[CH3:16][O:10][C:7]12[CH2:8][CH2:9][C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])([CH2:5][CH2:6]1)[C:1](=[O:3])[CH2:2]2
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9005Trimethyl orthoformateHCID 12522245Ethyl 1-acetyl-4-oxocyclohexane-1-carboxylate

Product 1

HCID 12765184HCID 12765184, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
5 °C

Procedure

To a stirred solution of Step 3 product (1 eq) and trimethyl orthoformate (4.00 eq) in MeOH (9.4 v/w) at 5° C. was bubbled HCl gas (approximately 5 eq) over 2 hours, maintaining a pot temperature of 5° C. Upon complete addition, the reaction mixture, under nitrogen, was heated to, and stirred at, reflux for 30 minutes.

Workup

  1. additionUpon complete addition
  2. temperaturethe reaction mixture, under nitrogen, was heated to, and
  3. temperaturereflux for 30 minutes

Sources & evidence

ORD record
ord-23ef59663e5c46d2b6f7f096bda0f3e7
Source dataset
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08017603B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes