Hydrochloric Acid → HCID 12715508, compound

HRID 894388Notes

Reaction equation

HRID 894388 reaction equation
[CH3:1][C:2]1(C)[CH:10]([CH2:11][C:12]([OH:14])=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:15].[N:17](OCCCC)=[O:18].[CH3:24][O-].[Na+].Cl>CO.CCOCC>[OH:18][N:17]1[C:2]([CH3:1])=[C:10]([CH2:11][C:12]([O:14][CH3:24])=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:15]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10996Butyl nitriteHCID 10942334Sodium MethoxideHCID 21161183HCID 21161183, compound

Product 1

HCID 12715508HCID 12715508, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 3283Diethyl EtherSolvent

Procedure

A clear yellow solution of methyl 2-methyl-1-oxo-3-indane acetic acid (0.844 g., 3.87 mmol) and n-butyl nitrite (1.1 ml., 9.7 mmol) [W. A. Noyes, Org. Syn., Col. Vol. II, 108 (1943)] in 7.6 ml methanol was stirred as a 5% solution of sodium methoxide in methanol. (1.2 ml., 2.6 mmol) was added. Addition of 25 ml. ether to this red-brown solution followed by 1 N hydrochloric acid to pH 3-4 precipitated the title compound which was washed with water and ether and dried: 0.40 g. (42%) mp 185°-190°.

Workup

  1. addition(1.2 ml., 2.6 mmol) was added
  2. additionAddition of 25 ml
  3. customprecipitated the title compound which
  4. washwas washed with water and ether
  5. customdried

Sources & evidence

ORD record
ord-f1c69cf4c9d2431f88761f1d7d64c8c7
Source dataset
uspto-grants-1981_08
Patent number
US04283539

Reaction notes

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