2-(2-Bromoethoxy)tetrahydro-2H-pyran → HCID 58046059, compound

HRID 658006Notes

Reaction equation

HRID 658006 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([CH2:15][OH:16])[CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])([CH3:4])([CH3:3])[CH3:2].Br[CH2:18][CH2:19][O:20][CH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][O:22]1>>[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([CH2:15][O:16][CH2:18][CH2:19][O:20][CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][O:22]2)[CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 866212-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 12144659Methyl 3-tert-butyl-5-(hydroxymethyl)benzoate

Product 1

HCID 58046059HCID 58046059, compoundYield 41.3%

Procedure

Methyl 3-tert-butyl-5-hydroxymethylbenzoate (3.5 g) was alkylated analogously to O5.059 with 2-(2-bromoethoxy)tetrahydropyran (3.95 g). However, silica gel chromatography (n-heptane/EA 4:1) was carried out for purification. 2.28 g of the title compound were obtained.

Workup

  1. customHowever, silica gel chromatography (n-heptane/EA 4:1) was carried out for purification

Sources & evidence

ORD record
ord-645109dc67b249cfaa513a2e9870ce85
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Reaction notes

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