Benzoyl chloride → HCID 58982138、化合物

HRID 1182494ノート

反応式

HRID 1182494 の反応式
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]

参加物

7

反応物 5

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

生成物 1

HCID 58982138HCID 58982138、化合物収率 35%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-29d2ab9e06184fec8090fe2e5950ff90
出典データセット
uspto-grants-2007_10
特許番号
US07288567B2

反応ノート

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