Hydroxyamine hydrochloride → HCID 11001628, compound

HRID 1182468Notes

Reaction equation

HRID 1182468 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:19]=[CH:18][C:6]([C:7]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15](O)=[O:16])=[O:8])=[CH:5][CH:4]=1.[NH2:22][OH:23].Cl>C(N(CC)CC)C>[OH:23][NH:22][C:15](=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][C:7](=[O:8])[C:6]1[CH:18]=[CH:19][C:3]([C:2]([F:21])([F:20])[F:1])=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 110986708-OXO-8-(4-TRIFLUOROMETHYLPHENYL)OCTANOIC ACID

Product 1

HCID 11001628HCID 11001628, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Following the procedure described in Example 14, step 3, but substituting carboxylic acid 50c for 37 and using 1.1 equivalent of NH2OH.HCl and triethylamine each, the title compound was obtained as light yellow solid in 35% yield: 1H NMR (300 MHz, CD3OD/CDCl3=5/1) δ 8.07 (d, J=8.4 Hz, 2H), 7.74 (d, J=8.4 Hz, 2H), 3.02 (t, J=7.5 Hz, 2H), 2.12 (t, J=7.5 Hz, 2H), 1.75 (m, 2H) 1.65 (m, 2H), 1.40 (m, 4H); 13C NMR (75.4 MHz, CD3OD/CDCl3=5/1) δ 23.57, 25.03, 28.51, 28.59, 32.50, 38.50, 123.37(q, JCF=273 Hz),125.43 (q, JCF=3.7 Hz), 128.18, 134.09 (q, JCF=32.6 Hz), 139.32, 171.15, 199.93.

Sources & evidence

ORD record
ord-92031b3b66fb4576bce2b1801b04dbd0
Source dataset
uspto-grants-2007_10
Patent number
US07288567B2

Reaction notes

Loading…