Methane, dichloromethoxy- → 4-Benzyloxy-5,6,7,8-tetrahydronaphthalene-1-carboxaldehyde

HRID 479178Notes

Reaction equation

HRID 479178 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH2:11][CH2:12][CH2:13][CH2:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][O:20]C(Cl)Cl>[Ti](Cl)(Cl)(Cl)Cl>[CH2:1]([O:8][C:9]1[C:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C:15]=2[C:16]([CH:19]=[O:20])=[CH:17][CH:18]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 21004Methane, dichloromethoxy-HCID 226476065-(Benzyloxy)-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 226476154-Benzyloxy-5,6,7,8-tetrahydronaphthalene-1-carboxaldehyde

Reagents, catalysts & solvents 1

HCID 24193Titanium TetrachlorideCatalyst

Procedure

In analogy to the procedure described in examples 91 b], 5-benzyloxy-1,2,3,4-tetrahydro-naphthalene [J . Org. Chem. (2001), 66(5), 1775-1780] was treated with dichloromethyl methyl ether and titanium tetrachloride to give 4-benzyloxy-5,6,7,8-tetrahydro-naphthalene-1-carbaldehyde as yellow solid.

Sources & evidence

ORD record
ord-b079adaf63bc4c20ac4ae2b6f6b406ad
Source dataset
uspto-grants-2003_11
Patent number
US06642389B2

Reaction notes

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