Tetrahydrofuran → 1-[(4-Methoxyphenyl)diphenylmethoxy]-3-[4-(phenylmethoxy)-phenoxy]-2-propanol

HRID 330499Notes

Reaction equation

HRID 330499 reaction equation
[C:1]1([CH2:7][O:8][C:9]2[CH:20]=[CH:19][C:12]([O:13][CH2:14][CH:15]([OH:18])[CH2:16][OH:17])=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO[C:23]1[CH:42]=[CH:41][CH:40]=[CH:39][C:24]=1[C:25](Cl)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[O:43]1CCC[CH2:44]1>N1C=CC=CC=1>[CH3:44][O:43][C:29]1[CH:30]=[CH:31][C:26]([C:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)([C:24]2[CH:23]=[CH:42][CH:41]=[CH:40][CH:39]=2)[O:17][CH2:16][CH:15]([OH:18])[CH2:14][O:13][C:12]2[CH:19]=[CH:20][C:9]([O:8][CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:10][CH:11]=2)=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 2310801,2-Propanediol, 3-((p-benzyloxy)phenoxy)-HCID 14429619Methoxytrityl chloride

Product 1

HCID 198685871-[(4-Methoxyphenyl)diphenylmethoxy]-3-[4-(phenylmethoxy)-phenoxy]-2-propanol

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 18.9 g of 3-[4-(phenylmethoxy)-phenoxy]-1,2-propanediol in 50 ml of pyridine and 24 ml of tetrahydrofuran was added 25.57 g of methoxy trityl chloride in several portions. This mixture was stirred for 24 hours and the solvents removed under reduced pressure. The residue was dissolved in chloroform, washed with aqueous sodium bicarbonate, then water, dried and evaporated, giving 30 g of the desired compound.

Workup

  1. customthe solvents removed under reduced pressure
  2. dissolutionThe residue was dissolved in chloroform
  3. washwashed with aqueous sodium bicarbonate
  4. dry with materialwater, dried
  5. customevaporated

Sources & evidence

ORD record
ord-1409718e0e304a42b5bf18c039401dbd
Source dataset
uspto-grants-1990_01
Patent number
US04897385

Reaction notes

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