Water → 7-Hydroxy-2-methylbenzo[b]furan-4-carbaldehyde

HRID 1091859노트

반응식

HRID 1091859 반응식
C[O:2][C:3]1[C:8]2[O:9][C:10]([CH3:12])=[CH:11][C:7]=2[C:6]([CH:13]=[O:14])=[CH:5][CH:4]=1.CN(P(N(C)C)(N(C)C)=O)C.O>C1(C)C=CC=CC=1>[OH:2][C:3]1[C:8]2[O:9][C:10]([CH3:12])=[CH:11][C:7]=2[C:6]([CH:13]=[O:14])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 12679HexamethylphosphoramideHCID 110415447-Methoxy-2-methyl-1-benzofuran-4-carbaldehyde

생성물 1

HCID 824109927-Hydroxy-2-methylbenzo[b]furan-4-carbaldehyde수율 95%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a freshly prepared solution of sodium-4-methyl benzene thiolate (prepared from 42 g of 4-methyl benzene thiol and 14 g of sodium hydroxide) in toluene (700 mL) was added 7-methoxy-2-methylbenzo[b]furan-4-carboxaldehyde (50.0 g) at reflux. Then HMPA (62.0 g) was added slowly and reaction mixture was stirred at the same temperature for 4-5 hr. reaction mixture was then bring to 50-60° C., water (500 mL) was added and layers were separated. The aqueous layer was acidified (pH 4-5). The solid separated was filtered, washed with water (3×200 mL) and dried to get light yellow solid product (44.0 g).

후처리

  1. temperatureat reflux
  2. customreaction mixture
  3. customreaction mixture
  4. customwas then bring to 50-60° C.
  5. customlayers were separated
  6. customThe solid separated
  7. filtrationwas filtered
  8. washwashed with water (3×200 mL)
  9. customdried

출처 및 근거

ORD 기록
ord-c9ddfe4910ba438c8f211ae5df07f9c5
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129401B2

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