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Benzoyl chloride → N-hydroxy-7-(4-methoxyphenyl)-7-oxoheptanamide

HRID 1182489
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HRID 1182489 반응식
C([O:3][C:4](=O)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]I)C.C(OC(=O)CCCCCCI)C.[CH3:24][O:25][C:26]1[CH:34]=[CH:33][C:29]([C:30](Cl)=[O:31])=[CH:28][CH:27]=1.C(Cl)(=O)C1C=CC=CC=1.[NH2:44][OH:45].Cl>C(N(CC)CC)C>[OH:45][NH:44][C:4](=[O:3])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:30](=[O:31])[C:29]1[CH:33]=[CH:34][C:26]([O:25][CH3:24])=[CH:27][CH:28]=1
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참가 물질

7

반응물 5

HCID 7412Benzoyl chlorideHCID 7477p-Anisoyl chlorideHCID 443297Hydroxyamine hydrochlorideHCID 10660673Ethyl 7-iodoheptanoateHCID 10880140Ethyl 6-iodohexanoate

생성물 1

HCID 10858374N-hydroxy-7-(4-methoxyphenyl)-7-oxoheptanamide수율 54%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

Following the procedure described in Example 18, step 1, 2, 3, but substituting respectively ethyl-6-iodohexanoate for ethyl-7-iodoheptanoate and 4-methoxybenzoyl 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 110 in 54% yield. 1H NMR (300 MHz, 20% CD3OD in CDCl3): δ 7.86 (d, J=8.7 Hz, 2H), 6.88 (d, J=8.7 Hz, 2H), 3.81 (s, 3H), 2.87 (t, J=6.6 Hz, 2H), 2.07 (br t, 2H), 1.62 (m, 4H), 1.34 (m, 2H). 13C NMR (75 MHz, 20% CD3OD in CDCl3): δ 23.68, 24.96, 28.32, 32.28, 37.63, 55.14, 113.49, 129.48, 130.13, 163.35, 171.06, 199.81.

출처 및 근거

ORD 기록
ord-11ba5d3f4ebf4189954e899360c24fb0
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07288567B2

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