Phosphorus pentachloride → (1-Methyl-7-methoxy-2,2-dimethyl-1,2,3,4-tetrahydroquinol-4-yl)-methane-sulfonic acid chloride

HRID 575514Notes

Reaction equation

[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[C:6]([CH2:15][S:16](O)(=[O:18])=[O:17])=[CH:5][C:4]1([CH3:21])[CH3:20])C.CN1C2C(=CC=C(OC)C=2)C(CS(O)(=O)=O)CC1(C)C.P(Cl)(Cl)(Cl)(Cl)[Cl:43]>>[CH3:1][N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[CH:6]([CH2:15][S:16]([Cl:43])(=[O:18])=[O:17])[CH2:5][C:4]1([CH3:21])[CH3:20]

Participants

Reactant 3

HCID 24819Phosphorus pentachloride

HCID 12138186(1-Methyl-7-methoxy-2,2-dimethyl-1,2,3,4-tetrahydroquinol-4-yl)-methanesulfonic acid

HCID 12138189(1-Ethyl-7-methoxy-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfonic acid

Product 1

HCID 12138193(1-Methyl-7-methoxy-2,2-dimethyl-1,2,3,4-tetrahydroquinol-4-yl)-methane-sulfonic acid chlorideYield 78%

Procedure

(1-Methyl-7-methoxy-2,2-dimethyl-1,2,3,4-tetrahydroquinol-4-yl)-methane-sulfonic acid chloride (19) is prepared similarly to compound (16) using compound (3) and phosphorus pentachloride except that it is stirred for 18 hours at room temperature.

Sources & evidence

ORD record: ord-196cf0649ee84b8b934f3a91faf7e647
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09035042B2

Reaction notes

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