Hydroxyamine hydrochloride → HCID 23072466, compound

HRID 1182471Notes

Reaction equation

HRID 1182471 reaction equation
[C:1]1([C:11]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=O)=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH2:22][OH:23].Cl>C(N(CC)CC)C>[OH:23][NH:22][C:19](=[O:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)=[O:12]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 230724738-(Naphthalen-1-yl)-8-oxooctanoic acid

Product 1

HCID 23072466HCID 23072466, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Following the procedure described in Example 14, step 3, but substituting carboxylic acid 50f for 37 and using 1.1 equivalent of NH2OH.HCl and triethylamine each, the title compound was obtained as light yellow solid in 58% yield: 1H NMR (300 MHz, CD3OD/CDCl3=5/1) δ 8.50 (d, J=8.1 Hz, 1H), 7.40-7.90 (m, 6H), 2.93(t, J=7.5 Hz, 2H), 2.12 (m, 2H), 1.69 (m, 2H), 1.59 (m, 2H), 1.30 (m, 4H); 13C NMR (75.4 MHz, CD3OD/CDCl3=5/1) δ 24.27, 25.08, 28.63(2), 32.65, 41.88, 124.29, 125.53, 126.27, 127.33, 127.70, 128.30, 129.91, 132.32, 133.77, 135.91, 171.87, 205.28.

Sources & evidence

ORD record
ord-57fe9b414660430e917dad20c1c5681b
Source dataset
uspto-grants-2007_10
Patent number
US07288567B2

Reaction notes

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