3-Hydroxybenzaldehyde → 3-(3-(Benzyloxy)propoxy)benzaldehyde

HRID 595340

반응식

HRID 595340 반응식
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH:11]=[O:12].CN(C)C=O.[C:21]1([CH2:27][O:28][CH2:29][CH2:30][CH2:31]Cl)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>COC(C)(C)C.O>[C:21]1([CH2:27][O:28][CH2:29][CH2:30][CH2:31][O:7][C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=[O:12])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

7

반응물 4

HCID 1013-HydroxybenzaldehydeHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 221505((3-Chloropropoxy)methyl)benzene

생성물 1

HCID 866376223-(3-(Benzyloxy)propoxy)benzaldehyde

시약·촉매·용매 2

HCID 962Water용매HCID 15413tert-Butyl methyl ether용매

실험 절차

To a 3-L reaction vessel was charged and stirred potassium carbonate (152 g), 3-hydroxybenzaldehyde (67.6 g), dimethylformamide (DMF, 250 mL) and 3-chloropropyl phenylmethyl ether (96.4 g) at 90° C. for ˜18 h. Water (567 mL) was added followed by tert-butyl methyl ether (907 mL). The bottom aqueous layer was separated and the organic layer washed with 1N sodium hydroxide (2×567 mL) and water (1×567 mL). The organic solution was concentrated to a minimum after which ethanol (200 proof, 907 mL) was added and the solution concentrated to a minimum and filtered though a 1-μm filter.

후처리

  1. additionwas charged
  2. customThe bottom aqueous layer was separated
  3. washthe organic layer washed with 1N sodium hydroxide (2×567 mL) and water (1×567 mL)
  4. concentrationThe organic solution was concentrated to a minimum after which ethanol (200 proof, 907 mL)
  5. additionwas added
  6. concentrationthe solution concentrated to a minimum
  7. filtrationfiltered though a 1-μm
  8. filtrationfilter

출처 및 근거

ORD 기록
ord-2ac35240a602429ba411adbd71397e0b
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09243003B2

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