Methanesulfonyl chloride → HCID 87539185, compound

HRID 1160433Notes

Reaction equation

HRID 1160433 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][OH:20])=[C:13]([C:21]([F:24])([F:23])[F:22])[CH:12]=2)=[CH:7][C:6]=1[C:25]([F:28])([F:27])[F:26].[CH3:29][S:30](Cl)(=[O:32])=[O:31]>ClCCl>[CH3:29][S:30]([O:20][CH2:19][CH2:18][CH2:17][C:14]1[CH:15]=[CH:16][C:11]([C:8]2[CH:9]=[CH:10][C:5]([CH2:4][CH2:3][CH2:2][O:1][S:30]([CH3:29])(=[O:32])=[O:31])=[C:6]([C:25]([F:26])([F:27])[F:28])[CH:7]=2)=[CH:12][C:13]=1[C:21]([F:22])([F:23])[F:24])(=[O:32])=[O:31]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 59516003HCID 59516003, compound2×

Product 1

HCID 87539185HCID 87539185, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 3-[4′-(3-hydroxy-propyl)-3,3′-bis-trifluoromethyl-biphenyl-4-yl]-propan-1-ol (intermediate 6) (5.4 g, 13.3 mmol) in dichloromethane (40 mL) triethylamine (2.5 g, 24.7 mmol) and methanesulfonyl chloride (2.7g, 23.6 mmol) were added dropwise. The mixture was stirred overnight, diluted with dichloromethane (50 mL) and washed with water (2×15 mL). Evaporation of the organic solution gave 3,3′-bistrifluoromethyl-4,4′-biphenyl-dipropanol bismethanesulfonate.

Workup

  1. washwashed with water (2×15 mL)
  2. customEvaporation of the organic solution

Sources & evidence

ORD record
ord-00689fb9b26d4c75abcdd8115eee1b39
Source dataset
uspto-grants-2010_10
Patent number
US07816385B2

Reaction notes

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