Acetyl chloride → HCID 67071509, compound

HRID 874295Notes

Reaction equation

HRID 874295 reaction equation
[CH3:1][O:2][C:3](=[O:27])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]2[C:23](=[CH:24][CH:25]=1)[O:22][C:11]1([CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]1)[CH2:10][C:9]2=[O:26].CCN(C(C)C)C(C)C.[C:37](Cl)(=[O:39])[CH3:38]>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:27])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]2[C:23](=[CH:24][CH:25]=1)[O:22][C:11]1([CH2:14][N:13]([C:37](=[O:39])[CH3:38])[CH2:12]1)[CH2:10][C:9]2=[O:26]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 67071422HCID 67071422, compound

Product 1

HCID 67071509HCID 67071509, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of Intermediate 4 (280 mg, 0.90 mmol) in DCM (7.5 ml) was treated with DIPEA (0.32 ml, 1.8 mmol) and acetyl chloride (0.09 ml, 1.35 mmol). The reaction mixture was stirred at RT for 1 h and the solution was then evaporated under vacuum to give (E)-3-[1′-acetyl-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-acrylic acid methyl ester as a light brown solid (280 mg).

Workup

  1. customthe solution was then evaporated under vacuum

Sources & evidence

ORD record
ord-be3d0d9d2cc348a7b74f97001b064002
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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