Benzoyl chloride → HCID 58982138, 화합물

HRID 1182494노트

반응식

HRID 1182494 반응식
Br[C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)C(Cl)=O.C(Cl)(=O)C1C=CC=CC=1.Br[C:21]1[CH:39]=[CH:38][C:24]([C:25]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([O:35]CC)=O)=[O:26])=[CH:23][CH:22]=1.C(CCCCCCC(OCC)=O)(=O)C1C=CC=CC=1.[NH2:59][OH:60].Cl>C(N(CC)CC)C>[OH:60][NH:59][C:33](=[O:35])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][C:25]([C:24]1[CH:38]=[C:39]([C:10]2[CH:9]=[CH:8][CH:4]=[CH:3][CH:2]=2)[CH:21]=[CH:22][CH:23]=1)=[O:26]

참가 물질

7

반응물 5

HCID 7412Benzoyl chlorideHCID 74377Benzoyl chloride, 3-bromo-HCID 443297Hydroxyamine hydrochlorideHCID 10934282Ethyl 8-oxo-8-phenyloctanoateHCID 11024292ETHYL 8-(4-BROMOPHENYL)-8-OXOOCTANOATE

생성물 1

HCID 58982138HCID 58982138, 화합물수율 35%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

Following the procedure described in Example 18, step 1, 2, but substituting respectively 3-bromobenzoyl chloride for benzoyl chloride, the resulting ester was substituted for 49d in Example 67, step 1. Then, following the procedure described in Example 18, step 3, but substituting the final ester for ester 49a, the resulting acid was substituted in Example 14, step 3, using 1.1 equivalent of NH2OH.HCl and triethylamine each, to afford the title compound 131 in 35% yield. 1H NMR (300 MHz, CDCl3): δ 8.13 (s, 1H), 7.88-7.30 (m, 8H), 2.96 (br t, 2H), 2.17 (m, 2H), 1.77-1.58 (m, 4H), 1.35 (m, 4H). 13C NMR (75 MHz, CDCl3) δ623.93, 25.12, 28.71(2), 32.73, 38.48, 126.61, 126.88, 127.08, 127.72, 128.85, 128.99, 131.58, 137.30, 140.06, 141.57, 171.82, 200.75.

출처 및 근거

ORD 기록
ord-29d2ab9e06184fec8090fe2e5950ff90
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07288567B2

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