Sodium Hydroxide → HCID 13696092, compound

HRID 1835641Notes

Reaction equation

HRID 1835641 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:15])[C:10]([O:12]CC)=[O:11])=[CH:5][CH:4]=1)=[CH2:2].C(C1C=C(C=C(C(C)(C)C)C=1O)CC1C(C)=C(CC2C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=2)C(C)=C(CC2C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=2)C=1C)(C)(C)C.[OH-].[Na+]>C1COCC1>[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:15])[C:10]([OH:12])=[O:11])=[CH:5][CH:4]=1)=[CH2:2]

Participants

5

Procedure

20 g (0.1 mol)of ethyl 4-vinylphenylpropionate was fed to a 1-liter three-necked flask, 100 ml of THF was added and well dissolved, and further 0.3 g of 2,4,6-tris(3′,5′-di-t-butyl-4′-hydroxybenzyl)mesitylene was added. 100 ml of a 1.5 N aqueous solution of sodium hydroxide was added dropwise under stirring at room temperature and stirred at 50° C. for 1.5 hours. After THF was distilled off under reduced pressure and the reaction product was extracted with 100 ml of n-hexane twice, 15 ml of 37% concentrated hydrochloric acid was added dropwise under stirring to produce a white precipitate. The precipitate was separated by filtration, washed in cold water completely and vacuum dried at 50° C. for 12 hours to obtain 12 g of 4-vinylphenylpropionic acid (C11H12O2). The yield was 68%. According to elemental analysis (wt %), C: 74.76 (calculated value: 74.98) and H: 6.91 (calculated value: 6.86). FIG. 3 shows a nuclear magnetic resonance spectrum of this compound and FIG. 4 shows an infrared absorption spectrum of this compound.

Workup

  1. dissolutionwell dissolved
  2. stirringstirred at 50° C. for 1.5 hours
  3. distillationAfter THF was distilled off under reduced pressure
  4. extractionthe reaction product was extracted with 100 ml of n-hexane twice
  5. addition15 ml of 37% concentrated hydrochloric acid was added dropwise
  6. stirringunder stirring
  7. customto produce a white precipitate
  8. customThe precipitate was separated by filtration
  9. washwashed in cold water completely
  10. customvacuum dried at 50° C. for 12 hours

Sources & evidence

ORD record
ord-9d1070e150bf4fb5a1b08b09b85540c2
Source dataset
uspto-grants-2004_08
Patent number
US06770780B1

Reaction notes

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