(Chloromethyl)cyclopropane → 2-Cyclopropylmethoxy-4-methoxy-5-thiophen-2-yl-benzaldehyde

HRID 10639

Reaction equation

HRID 10639 reaction equation
[OH:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)=[CH:6][C:3]=1[CH:4]=[O:5].Cl[CH2:18][CH:19]1[CH2:21][CH2:20]1>>[CH:19]1([CH2:18][O:1][C:2]2[CH:9]=[C:8]([O:10][CH3:11])[C:7]([C:12]3[S:13][CH:14]=[CH:15][CH:16]=3)=[CH:6][C:3]=2[CH:4]=[O:5])[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 80013(Chloromethyl)cyclopropaneHCID 118589982-Hydroxy-4-methoxy-5-thiophen-2-yl-benzaldehyde

Product 1

HCID 219809742-Cyclopropylmethoxy-4-methoxy-5-thiophen-2-yl-benzaldehydeYield 18%

Procedure

Ex-32A: 2-Cyclopropylmethoxy-4-methoxy-5-thiophen-2-yl-benzaldehyde was prepared in a similar manner as described in Ex-29C from 2-hydroxy-4-methoxy-5-thiophen-2-yl-benzaldehyde (Ex. 29B) and chloromethyl-cyclopropane, 18% yield. 1H-NMR (CDCl3) δ 10.41 (s, 1H), 8.24 (s, 1H), 7.43 (d, 1H), 7.29 (d, 1H), 7.06 (t, 1H), 6.45 (s, 1H), 3.95 (m, 5H), 1.31 (m, 1H), 0.68 (m, 2H), 0.40 (q, 2H).

Sources & evidence

ORD record
ord-2599c5c31bb8412fa660fff33be023f4
Source dataset
uspto-grants-2006_08
Patent number
US07094801B2

Linked notes

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