5-methyl-6,7-dihydrobenzofuran-4(5H)-one → 5-Methyl-4,5,6,7-tetrahydro-1-benzofuran-4-amine

HRID 1824074Notes

Reaction equation

HRID 1824074 reaction equation
[O:1]1[C:5]2[CH2:6][CH2:7][CH2:8][CH:9]([NH2:10])[C:4]=2[CH:3]=[CH:2]1.[CH3:11]C1C(=O)C2C=COC=2CC1>>[CH3:11][CH:8]1[CH:9]([NH2:10])[C:4]2[CH:3]=[CH:2][O:1][C:5]=2[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 138176905-methyl-6,7-dihydrobenzofuran-4(5H)-oneHCID 185251714,5,6,7-Tetrahydro-1-benzofuran-4-amine

Product 1

HCID 235937145-Methyl-4,5,6,7-tetrahydro-1-benzofuran-4-amine

Procedure

Following the procedure for the preparation of 4,5,6,7-tetrahydro-1-benzofuran-4-amine but substituting 5-methyl-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) 151 (M+, 64), 151 (64), 134 (86), 110 (83), 109 (99), 108 (55), 88 (56), 86 (87), 84 (92), 80 (76), 51 (67). HRMS (FAB) calcd for C9H13NO+H 152.1075, found 152.1066.

Sources & evidence

ORD record
ord-2e8c32545b914829b8db1a4d77fb6c5c
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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