Ethyl bromoacetate → 2-(But-3-yn-1-yloxy)acetic acid

HRID 129292Notes

Reaction equation

[CH2:1]([OH:5])[CH2:2][C:3]#[CH:4].Br[CH2:7][C:8]([O:10]CC)=[O:9].C(OCCC(O)=O)CC#C>>[CH2:1]([O:5][CH2:7][C:8]([OH:10])=[O:9])[CH2:2][C:3]#[CH:4]

Participants

Reactant 3

HCID 7748Ethyl bromoacetate

HCID 135663-Butyn-1-OL

HCID 193734123-(But-3-yn-1-yloxy)propanoic acid

Product 1

HCID 193733742-(But-3-yn-1-yloxy)acetic acid

Procedure

2-(But-3-ynyloxy)acetic acid was prepared from but-3-yn-1-ol and ethyl bromoacetate using methodology analogous to that describing the synthesis of 3-(but-3-ynyloxy)propionic acid (Example XIX).

Sources & evidence

ORD record: ord-74a936e39c984cd5a3980498de8eb3df
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05466710

Reaction notes

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