3,4-dihydro-2H-pyran → HCID 18408272, compound

HRID 992836Notes

Reaction equation

HRID 992836 reaction equation
[Br:1][CH2:2][CH2:3]O.[OH2:5].C1(C)C=CC(S(O)(=O)=O)=CC=1.[O:17]1[CH:22]=[CH:21][CH2:20][CH2:19][CH2:18]1>>[Br:1][CH:2]([O:5][CH:22]1[CH2:21][CH2:20][CH2:19][CH2:18][O:17]1)[CH3:3]

Participants

4

Reactant 3

HCID 80803,4-dihydro-2H-pyranHCID 108982-BromoethanolHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 18408272HCID 18408272, compound

Procedure

To 2-bromoethanol (125 g, 1.0 equiv), cooled in an ice bath, was added p-toluenesulfonic acid monohydrate (catalytic amount). Dihydropyran (93 g, 1.1 equiv) was added dropwise, with stirring, under an argon atmosphere. When the addition was complete, the reaction was stirred for 1 hour at room temperature. The residue was purified by short path distillation, giving approximately 125 g of product.

Workup

  1. additionWhen the addition
  2. stirringthe reaction was stirred for 1 hour at room temperature
  3. distillationThe residue was purified by short path distillation

Sources & evidence

ORD record
ord-7a96287d7b6046f18fd47c5ca3a1e726
Source dataset
uspto-grants-2002_10
Patent number
US06472227B1

Reaction notes

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