HCID 52915464, compound → Benzyl 2,3,6,7-tetrahydro-1H-azepine-1-carboxylate

HRID 239174Notes

Reaction equation

HRID 239174 reaction equation
[CH2:1]([N:5]([CH2:16][CH2:17][CH:18]=[CH2:19])[C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:2]C=C>C1(C)C=CC=CC=1>[N:5]1([C:6]([O:7][CH2:8][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[O:15])[CH2:1][CH2:2][CH:19]=[CH:18][CH2:17][CH2:16]1

Participants

3

Reactant 1

HCID 52915464HCID 52915464, compound

Product 1

HCID 45043132Benzyl 2,3,6,7-tetrahydro-1H-azepine-1-carboxylateYield 92.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

0.15 g Grubb's 2 catalyst was added to a solution of 8 g benzyl dibut-3-enylcarbamate in 680 mL toluene and heated at 50° C. for 5 h. The solvent was removed and the residue was purified by chromatographie on silica gel (ethyl acetate/hexane 1:5) to yield 6.6 g of the desired product. (M+H)+: 232

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by chromatographie on silica gel (ethyl acetate/hexane 1:5)

Sources & evidence

ORD record
ord-500b0dd4a2a045bd98bfd99c458eda72
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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