Benzoyl chloride → HCID 68753806, compound

HRID 468703Notes

Reaction equation

[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(C1C=CC(C)=CC=1)(O)(=O)=O.[CH2:21]([O:28][C:29](=[O:38])[CH:30]([NH2:37])[CH2:31][S:32][C:33]([CH3:36])([CH3:35])[CH3:34])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH2:21]([O:28][C:29](=[O:38])[CH:30]([NH:37][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:31][S:32][C:33]([CH3:35])([CH3:34])[CH3:36])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 86665009HCID 86665009, compound

Product 1

HCID 68753806HCID 68753806, compoundYield 65%

Procedure

With General procedure D, starting from 21 (4.2 g, 30.2 mmol) and 15 (9.43 g, 21.45 mmol), 5.18 g (65%) of the title compound was obtained as a yellow solid. 1H NMR (400 MHz, CDCl3) δ 7.82 (d, 2H), 7.50 (m, 8H), 6.98 (br d, 1H), 5.27 (m, 2H), 5.12 (m, 1H), 3.15 (m, 2H), 1.27 (s, 9H). MS m/z 372 (M+1). HPLC: 96.80% (ACQ_PA95_C_BLS; Column: BEH_C18—2−1×50 mm—1-7 μm).

Sources & evidence

ORD record: ord-78eb9067acc74528af756d4c8797610d
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08624052B2

Reaction notes

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