Formaldehyde → HCID 67071595, compound

HRID 874288Notes

Reaction equation

HRID 874288 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:15](OC(C)(C)C)=O)[CH2:12]1)[CH2:10][C:9]2=[O:26].C=O.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[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]([CH3:15])[CH2:12]1)[CH2:10][C:9]2=[O:26]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 67071422HCID 67071422, compound

Product 1

HCID 67071595HCID 67071595, compound

Procedure

(E)-3-[1′-Methyl-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-acrylic acid methyl ester was synthesized starting from Intermediate 4 (500 mg, 1.62 mmol), according to the procedure for preparation of Example 31, Step A, using aqueous 37% formaldehyde solution (0.088 ml, 3.2 mmol), and NaBH(OAc)3 (515 mg, 2.43 mmol). The product was obtained as pale yellow oil (430 mg).

Workup

  1. customaccording to the procedure for preparation of Example 31, Step A

Sources & evidence

ORD record
ord-2e936b41091f4b47a506c3ceff515808
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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