Triethylamine → 2-(6,11-Dihydrodibenz[b,e]oxepin-2-yl)ethanol methanesulfonate

HRID 357260Notes

Reaction equation

HRID 357260 reaction equation
[CH:1]1[C:11]2[CH2:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[CH2:7][O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:16][CH2:17][OH:18].C(N(CC)CC)C.[CH3:26][S:27](Cl)(=[O:29])=[O:28]>ClCCl>[CH3:26][S:27]([O:18][CH2:17][CH2:16][C:2]1[CH:3]=[CH:4][C:5]2[O:6][CH2:7][C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH2:10][C:11]=2[CH:1]=1)(=[O:29])=[O:28]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 107287482-(6,11-Dihydrodibenz[b,e]oxepin-2-yl)ethanol

Product 1

HCID 107106752-(6,11-Dihydrodibenz[b,e]oxepin-2-yl)ethanol methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(6,11-Dihydrodibenz[b,e]oxepin-2-yl)ethanol (14 g) and triethylamine (6.7 g) in 200 ml of dry dichloromethane was treated with methanesulfonylchloride (5.2 ml) and stirred at room temperature for 2 hours. This solution was evaporated to a paste, taken up in ethyl acetate, washed dried, and evaporated to an oil. Passage through a short pad of silica gel with chloroform as eluent gave 13.5 g of 2-(6,11-dihydrodibenz[b,e]-oxepin-2-yl)ethanol methanesulfonate as an oil.

Workup

  1. customThis solution was evaporated to a paste
  2. washwashed
  3. customdried
  4. customevaporated to an oil

Sources & evidence

ORD record
ord-03980b5774a54c73b137c7473c1f9193
Source dataset
uspto-grants-1998_11
Patent number
US05840749

Reaction notes

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