Acetone → 2-Hydroxymethyl-5-morpholin-4-yl-phenol

HRID 349658

반응식

HRID 349658 반응식
[BH4-].[Na+].[N:3]1([C:9]2[CH:10]=[C:11]([OH:17])[C:12](=[CH:15][CH:16]=2)[CH:13]=[O:14])[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.CC(C)=O.Cl>O>[OH:14][CH2:13][C:12]1[CH:15]=[CH:16][C:9]([N:3]2[CH2:4][CH2:5][O:6][CH2:7][CH2:8]2)=[CH:10][C:11]=1[OH:17]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 98156592-Hydroxy-4-morpholin-4-yl-benzaldehyde

생성물 1

HCID 99207432-Hydroxymethyl-5-morpholin-4-yl-phenol수율 37.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of sodium borohydride (NaBH4) (0.66 g, 17 mmol) in water (25 mL) was treated with 4-morpholinylsalicylaldehyde (1.8 g, 9 mmol) in small portions over 30 min and stirred at room temperature for 3 h. The reaction was quenched with acetone (5.1 mL, 100 mmol), acidified to pH 7 with 7.8 mL of 5% hydrochloric acid (aqueous) and extracted with chloroform (CHCl3) (2×100 mL). The combined CHCl3 extracts were dried over sodium sulfate (Na2SO4) and concentrated in vacuo to yield 0.7 g of pale yellow solid which was purified by trituration with 60/40 CHCl3/ethyl acetate (EtOAc) to yield the product as a white solid (0.25 g).

후처리

  1. extractionextracted with chloroform (CHCl3) (2×100 mL)
  2. dry with materialThe combined CHCl3 extracts were dried over sodium sulfate (Na2SO4)
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-fddba469efab4fe9be35ef6e6ffaaf17
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179912B2

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