Chroman-4-one oxime → (NZ)-N-(5-ethyl-6,7-dihydro-5H-1-benzofuran-4-ylidene)hydroxylamine

HRID 1824076Notes

Reaction equation

HRID 1824076 reaction equation
O1C2C(=CC=CC=2)/C(=[N:11]/[OH:12])/CC1.[CH2:13]([CH:15]1[C:23](=O)[C:19]2[CH:20]=[CH:21][O:22][C:18]=2[CH2:17][CH2:16]1)[CH3:14]>>[CH2:13]([CH:15]1[CH2:16][CH2:17][C:18]2[O:22][CH:21]=[CH:20][C:19]=2/[C:23]/1=[N:11]\[OH:12])[CH3:14]

Participants

3

Reactant 2

HCID 9673039Chroman-4-one oximeHCID 221474575-ethyl-6,7-dihydro-1-benzofuran-4(5H)-one

Product 1

HCID 58583259(NZ)-N-(5-ethyl-6,7-dihydro-5H-1-benzofuran-4-ylidene)hydroxylamine

Procedure

Following the procedure for the preparation of (4E)-2,3-dihydro-4H-chromen-4-one oxime but substituting 5-ethyl-6,7-dihydro-1-benzofuran-4(5H)-one and making non-critical variations provided the title compound as a oil: MS (EI) m/z (rel. intensity) 179 (M+, 21), 162 (50), 151 (43), 135 (99), 134 (99), 107 (86), 106, (83), 84 (34), 79 (35), 52 (47), 51 (48). HRMS (FAB) calcd for C10H13NO2+H 180.1024, found 180.1015.

Sources & evidence

ORD record
ord-7242d2061801454182678c133015fd27
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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