Phenylacetic Acid → 4-(2-Mesyloxyethoxy)phenyl benzylketone

HRID 1738618

반응식

HRID 1738618 반응식
[CH3:1][S:2]([O:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:4])=[O:3].[C:15]1([CH2:21]C(O)=O)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[C:25]1([CH:31]([CH2:35][CH3:36])[C:32](O)=[O:33])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[S:2]([O:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:21]([C:32]([CH:31]([C:25]2[CH:30]=[CH:29][C:28]([O:8][CH2:7][CH2:6][O:5][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:27][CH:26]=2)[C:35]2[CH:36]=[CH:11][CH:10]=[CH:9][CH:14]=2)=[O:33])[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[CH:11][CH:10]=1)([CH3:1])(=[O:4])=[O:3]

참가 물질

4

반응물 3

HCID 999Phenylacetic AcidHCID 70122-Phenylbutyric AcidHCID 2264992-Phenoxyethyl methanesulfonate

생성물 1

HCID 867545724-(2-Mesyloxyethoxy)phenyl benzylketone수율 80%

반응 조건

온도
25 °C

실험 절차

The oil comprising 2-Phenoxyethyl methanesulfonate was prepared as described above in Example 1. The acylation and workup procedure was identical to that of Example 1 with the exception that 30.26 g (220 mmol) 2-phenylacetic acid was reacted instead of the 2-phenylbutyric acid. The organic layer obtained by the workup procedure was cooled to 25° C. and stirred at this temperature for 1 hour. The resulting crystallized product was filtered, washed with toluene and dried under vacuum at 40° C. to yield 53.18 g (159 mmol) of the 4-(2-mesyloxyethoxy)phenyl benzylketone as a tan colored solid. Yield: 80% on 2-phenoxyethanol.

후처리

  1. customwas prepared
  2. customThe organic layer obtained by the workup procedure
  3. customThe resulting crystallized product
  4. filtrationwas filtered
  5. washwashed with toluene
  6. customdried under vacuum at 40° C.

출처 및 근거

ORD 기록
ord-f59c121cca844a8bb94b070a82da3b2e
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05962743

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