Spiro[3.3]heptane-2-carboxylic acid, 6,6-difluoro-, phenylmethyl ester → 6,6-Difluoro-spiro[3.3]heptane-2-carboxylic acid

HRID 520378노트

반응식

HRID 520378 반응식
[F:1][C:2]1([F:19])[CH2:18][C:4]2([CH2:7][CH:6]([C:8]([O:10]CC3C=CC=CC=3)=[O:9])[CH2:5]2)[CH2:3]1>[Pd].CCOC(C)=O>[F:1][C:2]1([F:19])[CH2:3][C:4]2([CH2:7][CH:6]([C:8]([OH:10])=[O:9])[CH2:5]2)[CH2:18]1

참가 물질

4

반응물 1

HCID 86690095Spiro[3.3]heptane-2-carboxylic acid, 6,6-difluoro-, phenylmethyl ester

생성물 1

HCID 717439746,6-Difluoro-spiro[3.3]heptane-2-carboxylic acid

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A stirred suspension of 10% Pd—C (40.6 mg) in an EtOAc (10 mL) solution of benzyl 6,6-difluorospiro[3.3]heptane-2-carboxylate (203 mg) was hydrogenated under balloon pressure for 2 h. The suspension was filtered and the filtrate was evaporated to dryness to afford Cap-13 as a clear viscous oil. 1H NMR (400 MHz, CHLOROFORM-d) δ 3.18-3.08 (m, 1H), 2.69-2.55 (m, 4H), 2.52-2.37 (m, 4H).

후처리

  1. filtrationThe suspension was filtered
  2. customthe filtrate was evaporated to dryness
  3. customto afford Cap-13 as a clear viscous oil

출처 및 근거

ORD 기록
ord-01a48a4e36624f30a3e8d42f75754817
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09326973B2

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