Triethylamine → Methanesulfonic acid 3-(3-methoxy-phenyl)-propyl ester

HRID 1838662Notes

Reaction equation

HRID 1838662 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][OH:12])[CH:6]=[CH:7][CH:8]=1.CCN(CC)CC.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][O:12][S:21]([CH3:20])(=[O:23])=[O:22])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 961303-m-Anisyl-1-propanol

Product 1

HCID 23150769Methanesulfonic acid 3-(3-methoxy-phenyl)-propyl ester

Procedure

In a manner analogous to the preparation of Example 83(a), 3-(3-methoxy-phenyl)-propan-1-ol (0.83 g, 5.00 mmol), Et3N (1.40 mL, 10.0 mmol) and MsCl (0.46 mL, 6.00 mmol) gave the desired compound as a light brown oil. 1H NMR (300 MHz, CDCl3) δ2.04-2.09 (m, 2H), 2.69-2.74 (t, 2H) 2.99 (s, 3H), 3.82 (s, 3H), 4.22-4.26 (t, 2H), 6.70-6.80 (m, 3H), 7.16-7.19 (m, 1H).

Sources & evidence

ORD record
ord-c8f81f65e94e47569fd3532a9f48cc25
Source dataset
uspto-grants-2004_01
Patent number
US06673941B2

Reaction notes

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