HCID 66642817, compound → HCID 66642767, compound

HRID 1170964Notes

Reaction equation

HRID 1170964 reaction equation
[CH3:1][C:2]1[CH:9]=[C:8]([O:10][Si](C(C)C)(C(C)C)C(C)C)[C:7]([CH3:21])=[CH:6][C:3]=1[CH:4]=O.Br[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([CH:31]([CH3:33])[CH3:32])[C:24]=1[CH3:34]>>[CH3:21][C:7]1[CH:6]=[C:3]([CH2:4][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([CH:31]([CH3:32])[CH3:33])[C:24]=2[CH3:34])[C:2]([CH3:1])=[CH:9][C:8]=1[OH:10]

Participants

3

Reactant 2

HCID 66642817HCID 66642817, compoundHCID 860521872,5-Dimethyl-4-triisopropylsilanyloxy-benzaldehyde

Product 1

HCID 66642767HCID 66642767, compound

Procedure

Intermediate 2,5-dimethyl-4-(4′-methoxy-2′-methyl-3′-iso-propylbenzyl)phenol was prepared from 2,5-dimethyl-4-triisopropylsilanyloxy-benzaldehyde and 1-bromo-4-methoxy-2-methyl-3-iso-propylbenzene according to the procedure described in G. Chiellini et al. Biorg. Med. Chem. Lett. 2000, 10, 2607 and transformed into the title compound by the procedure described for the synthesis of compound 7: 1H NMR (300 MHz, DMSO-d6): δ6.93 (s, 1 H), 6.75 (d, J=8.4 Hz, 1 H), 6.65 (d, J=8.4 Hz, 1 H), 6.64 (s, 1 H), 4.09 (d, J=9.9 Hz, 2 H), 3.79 (s, 2 H), 3.77 (s, 3 H), 3.34 (m, 1 H), 2.22 (s, 3 H), 2.20 (s, 3 H), 2.10 (s, 3 H), 1.31 (d, J=7.2 Hz, 6 H); LC-MS m/z=391 [C21H29O5P−H]−.

Sources & evidence

ORD record
ord-138ee03ea6a24ad9b080cc22fff5b169
Source dataset
uspto-grants-2010_11
Patent number
US07829552B2

Reaction notes

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