Sulfamic Acid → 2-(2-phenyltetrahydro-2H-pyran-2-yl)acetic acid

HRID 714262노트

반응식

HRID 714262 반응식
[C:1]1([C:7]2([CH2:13][CH:14]=[O:15])[CH2:12][CH2:11][CH2:10][CH2:9][O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)([OH:18])N.Cl([O-])=O.[Na+]>C1COCC1.O>[C:1]1([C:7]2([CH2:13][C:14]([OH:18])=[O:15])[CH2:12][CH2:11][CH2:10][CH2:9][O:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 3

HCID 5987Sulfamic AcidHCID 23668197Sodium ChloriteHCID 866882052-(2-phenyltetrahydro-2H-pyran-2-yl)acetaldehyde

생성물 1

HCID 666857082-(2-phenyltetrahydro-2H-pyran-2-yl)acetic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-(2-phenyltetrahydro-2H-pyran-2-yl)acetaldehyde (100 mg, 0.490 mmol) and sulfamic acid (57.0 mg, 0.587 mmol) in THF (1.5 mL) was added a solution of sodium chlorite (53.1 mg, 0.587 mmol) in water (1.5 mL) dropwise, and the mixture was stirred at room temperature for 3 hrs. Then the product was extracted with EtOAc (3×) and the combined extracts were washed with brine, dried over Na2SO4, and evaporated to give 2-(2-phenyltetrahydro-2H-pyran-2-yl)acetic acid as oil. LC/MS: m/e 221.14 (M+H)+.

후처리

  1. extractionThen the product was extracted with EtOAc (3×)
  2. washthe combined extracts were washed with brine
  3. dry with materialdried over Na2SO4
  4. customevaporated

출처 및 근거

ORD 기록
ord-4fce938b3a62423b991a37c845ca1d90
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187437B2

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