Chloromethyl Methyl Ether → 3-Benzyloxy-4-methoxybenzaldehyde

HRID 652800

반응식

HRID 652800 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[OH:17])[CH:12]=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:20]OCCl>CN(C)C=O.O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:20])[CH:12]=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydride2회HCID 110206353-Benzyloxy-4-hydroxybenzaldehyde

생성물 1

HCID 806713-Benzyloxy-4-methoxybenzaldehyde

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

A solution of 300 g of 3-benzyloxy-4-hydroxybenzaldeyde (obtained as described in example 62) in 600 ml of dimethylformamide was added to a suspension of 34.6 g of sodium hydride in 346 ml of dimethylformamide under stirring in nitrogen atmosphere. After complete dissolution of sodium hydride 116 g of chloromethyl methyl ether were added; stirring was continued for 30 minutes. The mixture was then diluted with water and extracted with ethyl ether. The combined organic phase was dried over sodium sulfate, filtered and evaporated. The residue was distilled (b.p. 178°-183° C./0.1 mm Hg) to give 3-benzyloxy-4-methoxybenzaldehyde, m.p. 30° C. (from petroleum ether, b.p. 30°-70° C.).

후처리

  1. additionwere added
  2. stirringstirring
  3. extractionextracted with ethyl ether
  4. dry with materialThe combined organic phase was dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. distillationThe residue was distilled (b.p. 178°-183° C./0.1 mm Hg)

출처 및 근거

ORD 기록
ord-95efb3875a0543a7a9361ee7cf4d6162
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04673671

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