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

HRID 595340

反応式

HRID 595340 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 15413tert-Butyl methyl ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2ac35240a602429ba411adbd71397e0b
出典データセット
uspto-grants-2016_01
特許番号
US09243003B2

関連ノート

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