Hydrochloric Acid → HCID 67170201, 화합물

HRID 1475728노트

반응식

HRID 1475728 반응식
[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([O:12][C:13](=[O:15])[CH3:14])[CH:6]=1)[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.Cl>CN(C=O)C.C(OCC)C>[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:7]([O:12][C:13](=[O:15])[CH3:14])[CH:6]=1)[CH3:2]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 671701733-Acetoxy-4-hydroxy-benzoic acid ethyl ester

생성물 1

HCID 67170201HCID 67170201, 화합물수율 74.9%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

The compound of step 1 (20 g, 89.2 mmol) was dissolved in DMF (100 ml) and cooled in an ice bath. Potassium carbonate (18.4 g, 134 mmol) and, immediately thereafter, benzyl bromide (15.2 g, 89.2 mmol) were added. This mixture was stirred for 30 min at room temperature, poured on a mixture of 2 N hydrochloric acid and diethyl ether, filtered and washed repeatedly with diethyl ether. The combined ethereal phases were washed with water, dried over sodium chloride, decanted and evaporated to dryness. The residue was purified by silica gel chromatography (HEP/EA gradient) to yield the title compound (21 g).

후처리

  1. temperaturecooled in an ice bath
  2. filtrationfiltered
  3. washwashed repeatedly with diethyl ether
  4. washThe combined ethereal phases were washed with water
  5. dry with materialdried over sodium chloride
  6. customdecanted
  7. customevaporated to dryness
  8. customThe residue was purified by silica gel chromatography (HEP/EA gradient)

출처 및 근거

ORD 기록
ord-9f7ca02a77e24857b996d0aa7c315dc1
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018383B2

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