Methane → HCID 53764708, compound

HRID 972265Notes

Reaction equation

HRID 972265 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-238e279adefd48709b5d4c5212333dcc
Source dataset
uspto-grants-1977_10
Patent number
US04052436

Reaction notes

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