Benzoyl chloride → HCID 58982159, compound

HRID 1182487Notes

Reaction equation

HRID 1182487 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][OH:11].Cl>C(N(CC)CC)C>[OH:11][NH:10][C:1](=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:1]([CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1)=[O:8]

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 58982159HCID 58982159, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Following the procedure described in Example 18, step 2, 3, but substituting 2-cyclohexylcarbonyl chloride for benzoyl chloride, and then the resulting carboxylic acid was substituted for 37 in Example 14, step 3, using 1.1 equivalent of NH2OH.HCl and triethylamine each, to afford the title compound 102 obtained in 38% yield. 1H NMR (300 MHz, CDCl3): δ 2.45 (t, J=6.9 Hz, 2H), 2.36 (m, 2H), 2.10 (m, 2H), 1.80-1.25 (m, 17H). 13C NMR (75 MHz, 20% CD3OD in CDCl3): δ 23.13, 25.00, 25.35, 25.53, 28.22, 28.50, 28.51, 32.47, 40.27, 50.61, 177.11, 215.62.

Sources & evidence

ORD record
ord-af33fab4cca84424a426e682155d22a9
Source dataset
uspto-grants-2007_10
Patent number
US07288567B2

Reaction notes

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