Triethylamine → HCID 87539532, compound

HRID 1160432Notes

Reaction equation

HRID 1160432 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])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1.C(N(CC)CC)C.[CH3:28][S:29](Cl)(=[O:31])=[O:30]>ClCCl>[CH3:28][S:29]([O: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][O:20][S:29]([CH3:28])(=[O:31])=[O:30])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:31])=[O:30]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19907356HCID 19907356, compound2×

Product 1

HCID 87539532HCID 87539532, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[4′-(3-Hydroxy-propyl)-biphenyl-4-yl]-propan-1-ol (intermediate 14) (5.0 g,18.5 mmol) was dissolved in dichloromethane (100 mL) and triethylamine (6.0 g, 59 mmol) and subsequently methanesulfonyl chloride (4.6 g, 40 mmol) were added dropwise. The mixture was stirred overnight, washed with water (30 mL), evaporated in vacuo and the residue crystallized from benzene giving 4,4′-biphenyidipropanol bismethanesulfonate.

Workup

  1. washwashed with water (30 mL)
  2. customevaporated in vacuo
  3. customthe residue crystallized from benzene

Sources & evidence

ORD record
ord-6f63b52cc6394d79bde83a4760975fb8
Source dataset
uspto-grants-2010_10
Patent number
US07816385B2

Reaction notes

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