Hydrochloric Acid → HCID 68643985, compound

HRID 2388670Notes

Reaction equation

HRID 2388670 reaction equation
[ClH:1].[OH:2][CH2:3][C@@H:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]1C(OC(C)(C)C)=O>CO>[ClH:1].[NH:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:12][CH2:13][C@H:4]1[CH2:3][OH:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57263166HCID 57263166, compound

Product 1

HCID 68643985HCID 68643985, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrogen chloride in methanol (1.25 mol/l, 60 ml) was added to (S)-tert-butyl 2-(hydroxymethyl)-3,4-dihydroquinoline-1(2H)-carboxylate (3.98 g, 15.1 mmol) and the mixture was refluxed for 2 h. The solvent was removed in vacuo, the residue was taken up in ethanol (5 ml) and the mixture was cooled. Diethylether (200 ml) was added and the mixture was stirred in an ice bath for 30 min. The precipitate was filtered out with suction, washed with diethylether and dried in vacuo.

Workup

  1. temperaturethe mixture was refluxed for 2 h
  2. customThe solvent was removed in vacuo
  3. temperaturethe mixture was cooled
  4. additionDiethylether (200 ml) was added
  5. filtrationThe precipitate was filtered out with suction
  6. washwashed with diethylether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-05f1bd327e674993b3f39a04b1cb44bd
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

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