Methane → HCID 53764708, compound

HRID 1729903Notes

Reaction equation

HRID 1729903 reaction equation
[CH3:1][O:2][C:3](=[O:22])[CH:4]([CH3:21])[C:5]1[CH:17]=[CH:16][C:15]2[C:14]3[C:9](=[CH:10][C:11]([N+:18]([O-])=O)=[CH:12][CH:13]=3)[CH2:8][C:7]=2[CH:6]=1.[Cl-].[Ca+2].[Cl-].C>C(O)C.O.[Zn]>[CH3:1][O:2][C:3](=[O:22])[CH:4]([CH3:21])[C:5]1[CH:17]=[CH:16][C:15]2[C:14]3[C:9](=[CH:10][C:11]([NH2:18])=[CH:12][CH:13]=3)[CH2:8][C:7]=2[CH:6]=1

Participants

7

Reactant 3

HCID 297MethaneHCID 5284359Calcium ChlorideHCID 54156276HCID 54156276, compound

Product 1

HCID 53764708HCID 53764708, compoundYield 85.7%

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A slurry of 7-nitro-α-methylfluorene-2-acetic acid methyl ester (13.1 g) in 78% ethanol (400 ml) is treated with a solution of calcium chloride (4.5 g) in water (6.1 ml), zinc dust (127 g) and charcoal (4.6 g) and the mixture refluxed for 2.5 hours. The hot mixture is filtered and the cake washed with hot 78% ethanol. The filtrate is diluted with water (800 ml) and extracted with chloroform. The chloroform extracts are dried (MgSO4) and evaporated to give 10.1 g of 7-amino-α-methylfluorene-2-acetic acid methyl ester.

Workup

  1. temperaturethe mixture refluxed for 2.5 hours
  2. filtrationThe hot mixture is filtered
  3. washthe cake washed with hot 78% ethanol
  4. additionThe filtrate is diluted with water (800 ml)
  5. extractionextracted with chloroform
  6. dry with materialThe chloroform extracts are dried (MgSO4)
  7. customevaporated

Sources & evidence

ORD record
ord-640d54fbf6b541b19c16e45f6ccd5f0d
Source dataset
uspto-grants-1976_11
Patent number
US03989841

Reaction notes

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