Triethylamine → HCID 86745907, compound

HRID 893003Notes

Reaction equation

HRID 893003 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][C:7]1[CH:8]=[C:9]([CH2:15][CH2:16][CH2:17][OH:18])[CH:10]=[C:11]([CH3:14])[C:12]=1[OH:13].C(N(CC)CC)C>ClCCl.C(=O)(O)[O-].[Na+]>[S:2]([OH:4])(=[O:13])(=[O:3])[CH3:1].[S:2]([OH:4])(=[O:13])(=[O:3])[CH3:1].[CH3:6][C:7]1[CH:8]=[C:9]([CH2:15][CH2:16][CH2:17][OH:18])[CH:10]=[C:11]([CH3:14])[C:12]=1[OH:13]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 11423930HCID 11423930, compound

Product 1

HCID 86745907HCID 86745907, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 516892Sodium BicarbonateSolvent

Procedure

Methanesulfonyl chloride (1.2 g) in dichloromethane (2 ml) is added dropwise to an ice-cold solution of 3-(3,5-dimethyl-4-hydroxyphenyl)propanol (0.85 g) and triethylamine (1.6 ml) is methylene chloride (10 ml). The mixture is stirred for 0.5 hr and then diluted with an ice-cold aqueous solution of sodium bicarbonate. The phases are separated, the organic phase is dried over sodium sulfate and concentrated to give 3-(3,5-dimethyl-4-hydroxyphenyl)propanol bismesylate.

Workup

  1. customThe phases are separated
  2. dry with materialthe organic phase is dried over sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-735dce6692b345fdb1cb2baeb868fff9
Source dataset
uspto-grants-1992_06
Patent number
US05120843

Reaction notes

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