Acetyl chloride → HCID 117664578, compound

HRID 2199496Notes

Reaction equation

[OH:1][C:2]1[C:11]([CH2:12][CH2:13][C:14]([CH3:16])=[CH2:15])=[C:10]([O:17][CH3:18])[CH:9]=[C:8](/[CH:19]=[CH:20]/[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:3]=1[C:4]([O:6][CH3:7])=[O:5].[C:27](Cl)(=[O:29])[CH3:28]>>[C:27]([O:1][C:2]1[C:11]([CH2:12][CH2:13][C:14]([CH3:16])=[CH2:15])=[C:10]([O:17][CH3:18])[CH:9]=[C:8](/[CH:19]=[CH:20]/[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:3]=1[C:4]([O:6][CH3:7])=[O:5])(=[O:29])[CH3:28]

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 117664395HCID 117664395, compound

Product 1

HCID 117664578HCID 117664578, compoundYield 82%

Procedure

Use compound 8 and acetyl chloride as materials, and follow the method described in Example 180 to obtain a white solid as the target product (82%). 1H NMR (400 MHz, DMSO-d6): 1.79 (s, 3H), 1.83 (s, 3H), 2.08 (s, 3H), 332 (d, J=7.6 Hz, 2H), 3.73 (s, 3H), 3.89 (s, 3H), 5.23 (t, J=7.6 Hz, 1H), 6.72 (s, 1H), 6.79 (d, J=16.0 Hz, 1H), 719 (d, J=16.0 Hz, 1H), 7.30 (d, J=7.6 Hz, 1H), 7.43 (d, J=7.6 Hz, 2H), 7.45 (t, J=7.6 Hz, 2H).

Sources & evidence

ORD record: ord-970387ade81e4e71a6b671f86b938242
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09359298B2

Reaction notes

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