Hydrochloric Acid → HCID 13477023, compound

HRID 648819Notes

Reaction equation

HRID 648819 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([C:12](OC)=[O:13])=[CH:7]2.COCCO[AlH2-]OCCOC.[Na+].O.Cl>C1C=CC=CC=1>[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH2:12][OH:13])=[CH:7]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 13477022Methyl 5-bromonaphthalene-2-carboxylateHCID 16684438Red-Al

Product 1

HCID 13477023HCID 13477023, compoundYield 89.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Methyl 5-bromo-2-naphthoate (6.0 g) in benzene (100 ml) was cooled at 7° and a 70% solution of Vitride (sodium dihydro bis-2-methoxyethoxy aluminate) (10 ml) in benzene (20 ml)) was added dropwise with stirring. The solution was stirred for 4 hours at this temperature and decomposed with water and dilute hydrochloric acid. The benzene solution was separated and washed successively with dilute acid, saturated sodium bicarbonate solution and saturated sodium chloride solution, dried over sodium sulphate and evaporated to give a solid (4.8 g), m.p. 76°-77°.

Workup

  1. stirringThe solution was stirred for 4 hours at this temperature
  2. customThe benzene solution was separated
  3. washwashed successively
  4. additionwith dilute acid, saturated sodium bicarbonate solution and saturated sodium chloride solution
  5. dry with materialdried over sodium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-88e8c21115dc4d91b7fec075746512ca
Source dataset
uspto-grants-1988_04
Patent number
US04736065

Reaction notes

Loading…