Hydrochloric Acid → HCID 9981106, compound

HRID 1394544Notes

Reaction equation

HRID 1394544 reaction equation
[CH3:1][C:2]1([CH3:35])[C:11]2[CH:10]=[C:9]([C:12]([C:14]3[CH:15]=[C:16]4[C:21](=[CH:22][CH:23]=3)[CH:20]=[C:19]([C:24]([O:26]C)=[O:25])[CH:18]=[CH:17]4)=[O:13])[CH:8]=[CH:7][C:6]=2[C:5]([C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)=[CH:4][CH2:3]1.O.O.[OH-].[Li+].Cl>O1CCCC1.CO>[CH3:1][C:2]1([CH3:35])[C:11]2[CH:10]=[C:9]([CH:12]([OH:13])[C:14]3[CH:15]=[C:16]4[C:21](=[CH:22][CH:23]=3)[CH:20]=[C:19]([C:24]([OH:26])=[O:25])[CH:18]=[CH:17]4)[CH:8]=[CH:7][C:6]=2[C:5]([C:28]2[CH:29]=[CH:30][C:31]([CH3:34])=[CH:32][CH:33]=2)=[CH:4][CH2:3]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 69064315HCID 69064315, compound

Product 1

HCID 9981106HCID 9981106, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

0.5 g (1.08 mmol) of methyl 6-(8,8-dimethyl-5-p-tolyl-7,8-dihydro-2-naphthylcarbonyl)-2-naphthalenecarboxylate is dissolved in 15 ml of tetrahydrofuran, 15 ml of water and 5 ml of methanol, and 0.14 g (3.25 mmol) of lithium hydroxide monohydrate is then added. The medium is refluxed for 2 hours, treated with 1N hydrochloric acid solution and extracted with ethyl acetate. The residue obtained is recrystallized from an ethyl acetate/heptane mixture. A white solid is obtained (0.45 g; yield=94%; 110° C.).

Workup

  1. temperatureThe medium is refluxed for 2 hours
  2. extractionextracted with ethyl acetate
  3. customThe residue obtained
  4. customis recrystallized from an ethyl acetate/heptane mixture
  5. customA white solid is obtained (0.45 g; yield=94%; 110° C.)

Sources & evidence

ORD record
ord-26319572e49348db90b40313defc0870
Source dataset
uspto-grants-2008_03
Patent number
US07348449B2

Reaction notes

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