3-Chloro-4-hydroxybenzaldehyde → HCID 54537232, compound

HRID 964440Notes

Reaction equation

HRID 964440 reaction equation
ClC1C=C(C=CC=1O)C=O.[Cl:11][C:12]1[CH:26]=[C:25]([CH:27]=[O:28])[CH:24]=[CH:23][C:13]=1[O:14][CH2:15][CH2:16][CH2:17][C:18]([O:20]CC)=[O:19]>>[Cl:11][C:12]1[CH:26]=[C:25]([CH:27]=[O:28])[CH:24]=[CH:23][C:13]=1[O:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19]

Participants

3

Reactant 2

HCID 170223-Chloro-4-hydroxybenzaldehydeHCID 131720599HCID 131720599, compound

Product 1

HCID 54537232HCID 54537232, compound

Procedure

Following the procedure of Preparation 3, 2.88 g (18.41 mmol) of 3-chloro-4-hydroxybenzaldehyde is alkylated as before. This produces 4.65 g (93%) of 4-(2-chloro-4-formylphenoxy)butanoic acid, ethyl ester as an orange oil: IR (neat) 1730, 1685 cm-1 ; 1HNMR (CDCl3) is consistent with the desired product; MS (CI) m/e 271 (M+ +H). Analysis calculated for C13H15O4Cl: C, 57.68; H, 5.58; Cl, 13.10; O, 23.64. Found: C, 58.05; H, 5.37; Cl, 12.43; O, 24.15.

Sources & evidence

ORD record
ord-2b6b125fd2eb472785056515cb4ea22a
Source dataset
uspto-grants-1998_06
Patent number
US05767285

Reaction notes

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