Phenol → HCID 25267397, compound

HRID 422885Notes

Reaction equation

C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]23[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH:19]2[O:18][C:17]2[C:25]([F:29])=[CH:26][CH:27]=[CH:28][C:16]3=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C1(O)C=CC=CC=1>>[F:29][C:25]1[C:17]2[O:18][CH:19]3[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:15]3([C:12]3[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=3)[C:16]=2[CH:28]=[CH:27][CH:26]=1

Participants

Reactant 2

HCID 996Phenol

HCID 57701058HCID 57701058, compound

Product 1

HCID 25267397HCID 25267397, compound

Procedure

The title compound 447 was synthesized from compound 33 (51 mg) using procedure F described for the synthesis of phenol 807. Yield: 31 mg (77%). 1H-NMR (400 MHz, CDCl3): δ ppm 7.14-7.07 (m, 2H), 6.93 (ddd, J=10.68, 8.09, 1.20 Hz, 1H), 6.78 (dt, J=8.02, 7.80, 4.33 Hz, 1H), 6.74-6.68 (m, 3H), 5.00 (dd, J=7.26, 1.60 Hz, 1H), 4.95 (s, 1H), 2.40-2.28 (m, 1H), 2.22 (td, J=14.78, 7.49, 7.49 Hz, 1H), 2.14-2.04 (m, 1H), 1.86 (tdd, J=14.64, 12.73, 1.56, 1.56 Hz, 1H), 1.78-1.49 (m, 4H), 1.16-0.96 (m, 1H), 1.43-1.29 (m, 1H)

Sources & evidence

ORD record: ord-e6e7942c33ee4d0b8414f5ed93bceedc
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101651B2

Reaction notes

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