Beta-Propiolactone → HCID 53230556, compound

HRID 2378144Notes

Reaction equation

[C:1]1(=[O:7])[O:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:9][CH2:10][CH2:11][CH:12]=C.C1(=O)OCC1.C([NH-])C=C>>[CH2:12]([CH:3]1[CH2:4][CH2:5][O:6][C:1](=[O:7])[CH2:2]1)[CH2:11][CH:10]=[CH2:9]

Participants

Reactant 4

HCID 2365Beta-Propiolactone

HCID 10953Delta-Valerolactone

HCID 707041-Pentene, 5-bromo-

HCID 53627781HCID 53627781, compound

Product 1

HCID 53230556HCID 53230556, compoundYield 65.4%

Procedure

10.09 g of tetrahydro-4-(3-butenyl)-2H-pyrane-2-one of interest was prepared in the same manner as in Example 1 except that 10.01 g (100.0 mmol) of δ-valerolactone and 17.88 g (110.0 mmol) of 5-bromo-1-pentene were used instead of β-propiolactone and allyl amide described in Preparation Example 1.

Workup

customdescribed in Preparation Example 1

Sources & evidence

ORD record: ord-d2b888bd55ac45a08b4d3e3a80f2ffb7
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07470768B2

Reaction notes

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