Hexane → Methyl 4-aminocyclohexanecarboxylate

HRID 1934651Notes

Reaction equation

HRID 1934651 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.[CH3:11]CCCCC.C[Si](C=[N+]=[N-])(C)C>ClCCl.CO>[NH2:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH3:11])=[O:9])[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 8058HexaneHCID 167693TrimethylsilyldiazomethaneHCID 1715604-Aminocyclohexanecarboxylic acid

Product 1

HCID 422580Methyl 4-aminocyclohexanecarboxylate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-amino-1-cyclohexanecarboxylic acid (500 mg) in dichloromethane (20 mL) and methanol (10 mL) was added 10% hexane solution of trimethylsilyldiazomethane (638 mg), and the mixture was stirred for 21 hours at ambient temperature. The mixture was evaporated in vacuo to give methyl 4-amino-1-cyclohexanecarboxylate as a colorless oil (544 mg).

Workup

  1. customThe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-dbe3c6feb6b4411083e864c2b19e65eb
Source dataset
uspto-grants-2002_05
Patent number
US06384080B1

Reaction notes

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