Triethylamine → HCID 20211455, compound

HRID 1907019Notes

Reaction equation

HRID 1907019 reaction equation
[CH3:1][O:2][C:3]([O:20][CH3:21])([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:8]=1)[CH:4]([OH:6])[CH3:5].C(N(CC)CC)C.[CH3:29][S:30](Cl)(=[O:32])=[O:31].C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[CH3:29][S:30]([O:6][CH:4]([CH3:5])[C:3]([O:20][CH3:21])([O:2][CH3:1])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:8]=1)(=[O:32])=[O:31]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 11066112HCID 11066112, compound

Product 1

HCID 20211455HCID 20211455, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent3×

Procedure

The oil, 1,1-dimethoxy-1-(3-phenoxyphenyl)-propan-2-ol, from Example 26 and 11.3 g of triethylamine are dissolved in 65 ml of toluene. Then the solution is cooled to 10°-12° C. and 9.7 g of methanesulfonyl chloride in 35 ml of toluene is added over 30 minutes. After the addition is completed, the mixture is poured into 100 ml of saturated sodium bicarbonate solution, and 100 ml of toluene is added. The organic layer is separated, dried over magnesium sulfate and evaporated to yield 23.25 g of 1,1-dimethoxy-1-(3-phenoxyphenyl)prop-2-yl methanesulfonate, as an oil.

Workup

  1. temperatureThen the solution is cooled to 10°-12° C.
  2. additionAfter the addition
  3. additionis added
  4. customThe organic layer is separated
  5. dry with materialdried over magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-2bb3fd5c7d264dd2a2af332f5bbb9d15
Source dataset
uspto-grants-1987_03
Patent number
US04654438

Reaction notes

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