Tetrahydrofuran → HCID 21278116, compound

HRID 2291854Notes

Reaction equation

HRID 2291854 reaction equation
[CH2:1]([O:8][CH2:9][C:10](=[O:20])[CH2:11][O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH4+].[Cl-].[CH2:23]1COC[CH2:24]1>>[CH2:1]([O:8][CH2:9][C:10]([CH2:11][O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([OH:20])[CH:23]=[CH2:24])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 113915821,3-Bis(benzyloxy)propan-2-one

Product 1

HCID 21278116HCID 21278116, compound

Procedure

A solution of 7.4 g (27.4 mmol) of 1,3-bis(benzyloxy)-propan-2-one (Araki Y. et al., J. Chem. Soc., Perkin Trans. 1, 1981, 19) in 25 ml of THF was added dropwise at 10° C. and the mixture was stirred at ambient temperature for 2 h. Then 8 ml of a 20% aqueous NH4Cl solution was added, and the organic phase was evaporated, dissolved in ether, dried with MgSO4, and evaporated in vacuum to give 7.90 g of 1-benzyloxy-2-benzyloxymethylbut-3-en-2-ol as a crude oil.

Workup

  1. customthe organic phase was evaporated
  2. dissolutiondissolved in ether
  3. dry with materialdried with MgSO4
  4. customevaporated in vacuum

Sources & evidence

ORD record
ord-e7f7a2d330c841c881febaa02c9bc87c
Source dataset
uspto-grants-1989_01
Patent number
US04798833

Reaction notes

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