Formaldehyde → 4-(N,N-dimethylaminomethyl) benzoyl chloride

HRID 1455866

반응식

HRID 1455866 반응식
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH3:7][N:8]([CH2:10][C:11]1[CH:19]=[CH:18]C(C(O)=O)=[CH:13][CH:12]=1)[CH3:9].NCC1C=CC(C(OC)=O)=CC=1.C=O.[OH-].[Na+]>>[CH3:7][N:8]([CH2:10][C:11]1[CH:19]=[CH:18][C:1]([C:2]([Cl:4])=[O:3])=[CH:13][CH:12]=1)[CH3:9]

참가 물질

6

반응물 5

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 65578Oxalyl chlorideHCID 571728Methyl 4-(aminomethyl)benzoateHCID 8263194-[(Dimethylamino)methyl]benzoic acid

생성물 1

HCID 137489654-(N,N-dimethylaminomethyl) benzoyl chloride

실험 절차

The 4-(N,N-dimethylaminomethyl) benzoyl chloride was prepared by reacting the acid with excess oxalyl chloride for 1 hr at 25° C. The 4-(N,N-dimethylaminomethyl) benzoic acid was in turn prepared from methyl 4-aminomethylbenzoate via reductive alkylation (CH2O, Na(OAc)3 BH as in J. Org. Chem., 1972, 37, 1673) followed by hydrolysis using 10% aqueous NaOH.

후처리

  1. customfor 1 hr
  2. customat 25° C
  3. customfollowed by hydrolysis

출처 및 근거

ORD 기록
ord-d77ffea2c0ff485a9d1599781addece9
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05843905

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