Benzoyl chloride → HCID 68748309, compound

HRID 468702Notes

Reaction equation

[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH:11]([O:14][C:15](=[O:24])[CH:16]([NH2:23])[CH2:17][S:18][C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:13])[CH3:12]>>[CH:11]([O:14][C:15](=[O:24])[CH:16]([NH:23][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:17][S:18][C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:13])[CH3:12]

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 86665010HCID 86665010, compound

Product 1

HCID 68748309HCID 68748309, compoundYield 73%

Procedure

With General procedure D, starting from 21 (5.6 g, 40.4 mmol) and 16 (7.33 g, 28.65 mmol), 6.72 g (73%) of the title compound was obtained as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.82 (m, 2H), 7.54-7.43 (m, 3H), 6.97 (br d, 1H), 5.12 (m, 1H), 5.02 (m, 1H), 3.14 (dd, 2H), 1.30 (m, 15H). MS m/z 324 (M+1). HPLC: 96.61% (ACQ_PA95_C_BLS; Column: BEH_C18—2−1×50 mm—1-7 μm).

Sources & evidence

ORD record: ord-9ad5dfd77f0f408e84713800e6bef78c
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08624052B2

Reaction notes

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