Ammonium Chloride → 3,3-Oxetanediethanol

HRID 1850309노트

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HRID 1850309 반응식
C([O:3][C:4](=O)[CH2:5][C:6]1([CH2:10][C:11](OCC)=[O:12])[CH2:9][O:8][CH2:7]1)C.[Cl-].[NH4+]>C1COCC1>[OH:3][CH2:4][CH2:5][C:6]1([CH2:10][CH2:11][OH:12])[CH2:9][O:8][CH2:7]1

참가 물질

4

반응물 2

HCID 25517Ammonium ChlorideHCID 67469031(3-Ethoxycarbonylmethyl-oxetan-3-yl)acetic acid ethyl ester

생성물 1

HCID 585475403,3-Oxetanediethanol수율 89%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

(3-Ethoxycarbonylmethyl-oxetan-3-yl)-acetic acid ethyl ester (122) (2.3 g, 10 mmol) was dissolved in 20 ml of THF. This solution was cooled down to 0° C. using an ice bath and AlLiH4 (1.1 g, 30 mmol) was added by portions. The reaction mixture was stirred for 4 h at ambient temperature, and then saturated aqueous solution of ammonium chloride (20 mL) was added. THF was evaporated off under reduced pressure, then the reaction mixture was taken up in ethyl acetate. The organic phase was separated from the aqueous phase. This extraction was repeated one more time and then the organic phases were combined and washed with brine (100 mL), dried over MgSO4, filtered, and concentrated to give the product (123) (1.3 g, 8.9 mmol, yield: 89%). ESI-MS (M+1): 147 calc. for C7H14O3 146.

후처리

  1. customTHF was evaporated off under reduced pressure
  2. customThe organic phase was separated from the aqueous phase
  3. extractionThis extraction
  4. washwashed with brine (100 mL)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3f2197574dca40a8a431b2b95af5ba98
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957073B2

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