5,6,7,8-Tetrahydro-1-naphthol → HCID 18003621, compound

HRID 479160Notes

Reaction equation

HRID 479160 reaction equation
[C:1]1([OH:11])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:12][C:13]1[O:17][C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:15][C:14]=1[CH2:24][CH2:25]OS(C)(=O)=O>>[CH3:12][C:13]1[O:17][C:16]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[N:15][C:14]=1[CH2:24][CH2:25][O:11][C:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 682585,6,7,8-Tetrahydro-1-naphtholHCID 105407732-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)ethyl methanesulfonate

Product 1

HCID 18003621HCID 18003621, compound

Procedure

In analogy to the procedures described in examples 91 a] and b] 5,6,7,8-tetrahydro-naphthalen-1-ol was reacted with methanesulfonic acid 2-(5-methyl-2-phenyl-oxazol-4-yl)-ethyl ester [PCT Int. Appl. (2000) WO0008002] to give 5-methyl-2-phenyl-4-[2-(5,6,7,8-tetrahydro-naphthalen-1-yloxy)-ethyl]-oxazole. Treatment of 5-methyl-2-phenyl-4-[2-(5,6,7,8-tetrahydro-naphthalen-1-yloxy)-ethyl]-oxazole with dichloromethyl methyl ether and titanium tetrachloride then gave 4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-5,6,7,8-tetrahydro-naphthalene-1-carbaldehyde as yellow solid.

Sources & evidence

ORD record
ord-348067eb680e490b80038e1dad285e83
Source dataset
uspto-grants-2003_11
Patent number
US06642389B2

Reaction notes

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