Methanesulfonyl chloride → Methanesulfonic acid 4-(3,4-dimethoxyphenyl)butyl ester

HRID 25104Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][CH2:14][OH:15])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:16][S:17](Cl)(=[O:19])=[O:18]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][CH2:14][O:15][S:17]([CH3:16])(=[O:19])=[O:18])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 122205824-(3,4-Dimethoxyphenyl)butan-1-ol

Product 1

HCID 86594612Methanesulfonic acid 4-(3,4-dimethoxyphenyl)butyl esterYield 78%

Procedure

Ester 24 was prepared following procedure E from alcohol 23 (12.0 g, 57 mmol) and methanesulfonyl chloride (8.4 g, 74 mmol) in 78% yield. 1H NMR (300 MHz, CDCl3) δ1.65 (m, 4H), 2.62 (m, 2H),3.05 (s, 3H), 3.88 (br s, 6H), 4.38 (m, 2H) 6.70-6.88 (m, 3H).

Sources & evidence

ORD record: ord-eeff10f6a22c4d0881ff78f02c44a2c7
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06858614B2

Reaction notes

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