HCID 68227210, compound → HCID 68227174, compound

HRID 1400136Notes

Reaction equation

HRID 1400136 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>O1CCCC1.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:11][CH2:12][CH2:13]2)=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 68227210HCID 68227210, compound

Product 1

HCID 68227174HCID 68227174, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
23 °C

Procedure

5.5 g of ethyl 1-(4-nitrophenyl)cyclobutanecarboxylate are dissolved in 55 ml of tetrahydrofuran, 2 g of 5% Pd/C (52.3% of water) are added, and the mixture is stirred at 23° C. under a hydrogen atmosphere for 1 h. After aeration, insoluble material is filtered off, and the filtrate is evaporated to dryness in vacuo. Yield: 4.3 g (89%) of ethyl 1-(4-aminophenyl)cyclobutanecarboxylate; LC-MS retention time: 2.05 min (“nonpolar” gradient).

Workup

  1. filtrationAfter aeration, insoluble material is filtered off
  2. customthe filtrate is evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-7a9495c2d4d54757888faae6e1fde3f8
Source dataset
uspto-grants-2014_12
Patent number
US08906930B2

Reaction notes

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